Welcome to LookChem.com Sign In|Join Free
  • or

73-31-4

Post Buying Request

73-31-4 Suppliers

Recommended suppliersmore

Product FOB Price Min.Order Supply Ability Supplier
Environmental friendly Melatonin with best price
Cas No: 73-31-4
USD $ 1.0-4.0 / Gram 10 Gram 200 Kilogram/Month Hubei Jusheng Technology Co., Ltd., Contact Supplier
BLOOM TECH Advanced API/Technology support Melatonine CAS 73-31-4
Cas No: 73-31-4
USD $ 3.0-3.0 / Kilogram 1 Kilogram 800 Kilogram/Month Shaanxi BLOOM TECH Co.,Ltd Contact Supplier
Melatonin
Cas No: 73-31-4
No Data 1 Kilogram Spot?goods Metric Ton/Day BLRH BIOTECH CO., LTD. Contact Supplier
Melatonine
Cas No: 73-31-4
USD $ 140.0-150.0 / Kilogram 1 Kilogram 1 Kilogram/Day DB BIOTECH CO., LTD Contact Supplier
Melatonine 73-31-4
Cas No: 73-31-4
USD $ 1.0-1.0 / Kilogram 1 Kilogram 50 Kilogram/Week Career Henan Chemical Co Contact Supplier
HNB Factory Supply High Quality Pharmaceutical grade Bulk Melatonin powder CAS No.:73-31-4
Cas No: 73-31-4
No Data No Data No Data Xi'an Harmonious Natural Bio-Technology Co., Ltd. Contact Supplier
MELATONIN
Cas No: 73-31-4
USD $ 1.0-1.0 / Gram 1 Gram 10000 Kilogram/Day Ningbo Qicheng Chemical Co.,Ltd. Contact Supplier
Melatonin
Cas No: 73-31-4
USD $ 1.0-1.1 / Gram 500 Gram 500 Kilogram/Week Hebei Zhuangkai Biotechnology Co.,Ltd Contact Supplier
High Purity Melatonine Powder 99% CAS 73-31-4
Cas No: 73-31-4
No Data 1 Kilogram 1000 Kilogram/Week Xi'an ZB Biotech Co., Ltd. Contact Supplier
melatonin
Cas No: 73-31-4
No Data 1 Kilogram 10000 Kilogram/Week Baoding Faithful Industry Co., Ltd. Contact Supplier

73-31-4 Usage

Definition

ChEBI: A member of the class of acetamides that is acetamide in which one of the hydrogens attached to the nitrogen atom is replaced by a 2-(5-methoxy-1H-indol-3-yl)ethyl group. It is a hormone secreted by the pineal gland in humans.

Chemical Properties

Off-White Powder

Synthesis of Melatonin

Pineal cells obtain tryptophan from blood circulation and become 5-hydroxytryptophane catalyzed by hydroxylase and 5-hydroxytryptophane turns into 5-hydroxytryptamine after decarboxylated by decarboxylase. There are three possible changes for 5-hydroxytryptamine: for the first part it may turn into 5-hydroxyl-benzpyrole acetic acid when deaminated by monoamine oxidase; for another part, some 5-hydroxytryptamine will leave the pineal cell and be taken in by sympathetic nerve ending and stored with neurotransmitter and noradrenalin; for the remaining part, the 5-hydroxytryptamine will be acetylated by N-acetyl-5-hydroxy tryptamine transferase and then be o-methoxy by hydroxylation indole-o-methyl converzyme, finally forming melatonin. After being synthesized, melatonin will be released by cells and enter into blood circulation through cerebrospinal fluid or directly, where noradrenalin may strengthen the synthesis, the speed of which depends on activity of hydroxylase in liver microsomes. Catalyzed by the hydroxylase, 6-hydroxylmelatonin is formed, soon afterwards it combines with glucuronic acid and sulfate, excreting through urine.

Physiological functions

1. The effect to brain: the melatonin obtained by brain mainly gathers in midbrain and hypothalamus and it adds the activity of brain pyridoxal kinase, thus promoting glutamic acid decarboxylation to γ-amino butyric acid, 5-hydroxytryptophane decarboxylation to 5-hydroxytryptamine, both of which can inhibit the increase of the neurotransmitter content and have an effect of adjustment and mitigation on central nervous system.
2. The effect to hypothalamus and pituitary: materials like polypeptide produced by pineal body still have thyrotropin-releasing hormone(TRH) and luteinizing hormone releasing hormone(LRH) which are same with what hypothalamus produces except AVT. After injection of melatonin, gonadotropin (GnH)(FSH,LH) and melanocyte stimulating hormone(MSH) are lowered while growth hormone increases. Cutting pineal gland will cause pituitary hypertrophy, increase pituitary secretion and lower prolactin(PRL) and antidiuretic hormone (ADH).
3. The relation to gonad: melatonin has an inhibitory effect on the reproductive system. Clinically, main cytoma of pineal body can lead to pubertal delay and when teratoma appears in pineal body, it may result in sexual precocity because main cells are excluded. Ambient light and sympathetic nerve can affect the function of the reproductive system by inhibiting the synthesis and release of melatonin in pineal gland.
4. The relation to thyroid: by injecting melatonin, thyroid secretion will decrease. This may be caused through the inhibition of the hypothalamus release and Thyroid Stimulating Hormone (TSH) secretion of pituitary, hence holding back the function of thyroid.
5. The relation to adrenal cortex: melatonin has a strong inhibitory effect on adrenal cortex. If we inject pineal body extracts to healthy people, we will find that their aldosterone secretion and 17-ketosteroid output will decrease.
6. The relation to pancreatic island: melatonin can lower blood glucose and increase sugar tolerance. In conclusion, pineal gland can assist pituitary to jointly adjust endocrine function and play an vital role in keeping relatively constant in body environment and controlling some endocrine function, especially for gonad.

description

Melatonin is a hormone secreted by the pineal gland, and its chemical structure was 5-methoxy-N-acetyl tryptamine, the physiological function of inhibiting gonad, thyroid, adrenal gland, parathyroid gland and pituitary function, inhibit precocious puberty, reduce pituitary Melanotropin secretion; and has a central nervous system function, can improve the convulsion the threshold, cause drowsiness. When pinealectomy after the animal experiment showed hyperplasia of the glands, weight increase, especially sex and sexual organs of immature rats early, pituitary secretion of LH and FSH increased, increasing secretion of thyroid and adrenal cortex hormone melatonin. More reduced pituitary MSH and whiten the skin of this role. Effects on the central nervous system, in the human EEG showed slow rhythm, increased seizure threshold, sleepiness, but does not affect their behavior and personality, of temporal lobe epilepsy and Ba Jinsen disease can reduce the motor nerve Abnormal EEG changes.

Uses

sleep induction, modifies circadian rhythm, antioxidant, free radical scavenger

Uses

1. Melatonin can be used as medicine health care products, so as to enhance people’s immune function, preventing aging and back to youth. What’s more, it is also a kind of natural “sleeping pill”.
2. Melatonin is a kind of hormone secreted by pineal body of pituitary gland in the body. The amount of melatonin has something to do with light. The weaker the light is, the more the melatonin is, whereas the less. In addition, it is helpful to one’s sleep.
3. Biochemical research.

Chemical properties

White or almost white crystalline powder.

Uses

Hormone; mediates photoperiodicity in mammals; inhibits cerebellar nitric oxide synthetase; peroxynitrite scavenger. Melatonin has complex effects on apoptotic pathways, inhibiting apoptosis in immune cells and neurons but enhancing apoptotic cell death of cancer cells. Inhibits proliferation/metastasis of breast cancer cells by inhibiting estrogen receptor action.

Uses

Immunostimulant;Melatonin receptor ligand

Uses

Hormone postulated to mediate photoperiodicity in mammals. Inhibits cerebellar nitric oxide synthetase

Biological Activity

Endogenous hormone that acts as an agonist at melatonin receptors MT 1 and MT 2 . Exhibits a prominent role in the control of circadian rhythm, displays immunomodulatory activity and acts as a powerful antioxidant in vivo .
InChI:InChI=1/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16)

73-31-4 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (M1105)  Melatonin  >98.0%(HPLC)(N) 73-31-4 5g 830.00CNY Detail
TCI America (M1105)  Melatonin  >98.0%(HPLC)(N) 73-31-4 1g 238.00CNY Detail

73-31-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name melatonin

1.2 Other means of identification

Product number -
Other names Acetamide, N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:73-31-4 SDS

73-31-4Synthetic route

2-(5-methoxyindol-3-yl)ethylamine
608-07-1

2-(5-methoxyindol-3-yl)ethylamine

acetic anhydride
108-24-7

acetic anhydride

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With pyridine In dichloromethane100%
In 1,2-dichloro-ethane at 0℃; for 1h;96%
With triethylamine95%
2-(5-methoxyindol-3-yl)ethylamine
608-07-1

2-(5-methoxyindol-3-yl)ethylamine

acetyl chloride
75-36-5

acetyl chloride

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
In dichloromethane at 25 - 30℃; Temperature;98.3%
With triethylamine In dichloromethane at 20℃;
With triethylamine In dichloromethane at 0 - 20℃; for 5h;
2-(5-methoxyindol-3-yl)ethylamine
608-07-1

2-(5-methoxyindol-3-yl)ethylamine

potassium thioacetate
10387-40-3

potassium thioacetate

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate In ethyl acetate at 20℃; Electrochemical reaction;97%
2-(5-methoxyindol-3-yl)ethylamine
608-07-1

2-(5-methoxyindol-3-yl)ethylamine

1,3-diacetyl-1,3-dihydro-benzoimidazol-2-one
2735-73-1

1,3-diacetyl-1,3-dihydro-benzoimidazol-2-one

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.3h;93%
N-[2-(1-benzyl-5-methoxy-1H-indol-3-yl)ethyl]acetamide

N-[2-(1-benzyl-5-methoxy-1H-indol-3-yl)ethyl]acetamide

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With ammonia; sodium In tetrahydrofuran at -78 - -33℃; for 1h;92%
vinyl acetate
108-05-4

vinyl acetate

2-(5-methoxyindol-3-yl)ethylamine
608-07-1

2-(5-methoxyindol-3-yl)ethylamine

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With agarose immobilized acetyltransferase from Mycobacterium smegmatis (MsAcT) In aq. phosphate buffer; dimethyl sulfoxide at 25℃; under 760.051 Torr; for 0.0833333h; pH=8.0; Flow reactor; Enzymatic reaction;92%
2-(5-methoxyindol-3-yl)ethylamine
608-07-1

2-(5-methoxyindol-3-yl)ethylamine

thioacetic acid
507-09-5

thioacetic acid

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With 10-methyl-9-(2,4,6-trimethylphenyl) acridinium tetrafluoroborate In acetonitrile at 20℃; for 5h; Irradiation;92%
N-(2-{5-methoxy-1-[(4-methylphenyl)sulfonyl]-1H-indol-3-yl}ethyl)acetamide
1020701-51-2

N-(2-{5-methoxy-1-[(4-methylphenyl)sulfonyl]-1H-indol-3-yl}ethyl)acetamide

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With tetraethylammonium perchlorate; triethylamine In dimethyl sulfoxide at 20℃; for 10h; Electrolysis; Green chemistry;92%
With 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In water; acetonitrile for 20h; Irradiation;81%
5-methoxytryptamine hydrochloride
66-83-1

5-methoxytryptamine hydrochloride

acetic anhydride
108-24-7

acetic anhydride

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 25℃; for 3h;90%
boron trifluoride methanol complex
16045-88-8, 373-57-9

boron trifluoride methanol complex

Nb-acetyl-1-hydroxytriptamine
136788-90-4

Nb-acetyl-1-hydroxytriptamine

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
In methanol Heating;80%
methanol
67-56-1

methanol

Nb-acetyl-1-hydroxytriptamine
136788-90-4

Nb-acetyl-1-hydroxytriptamine

A

bufotenin
487-93-4

bufotenin

B

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With sulfuric acid Heating;A 7%
B 80%
methanol
67-56-1

methanol

Nb-acetyl-1-hydroxytriptamine
136788-90-4

Nb-acetyl-1-hydroxytriptamine

A

N-Acetyltryptamine
1016-47-3

N-Acetyltryptamine

B

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With boron trifluoride for 0.666667h; Product distribution; Further Variations:; Reagents; Temperatures; reaction times; Elimination; methoxylation; Heating;A 5%
B 80%
5-methoxylindole
1006-94-6

5-methoxylindole

2-acetylaminoethanol
142-26-7

2-acetylaminoethanol

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl) iridium; caesium carbonate at 150℃; for 48h; Inert atmosphere; Sealed tube;78%
N-[(methyl)carbonyl]-2-pyrroline
23105-58-0

N-[(methyl)carbonyl]-2-pyrroline

4-methoxyphenylhydrazine hydrochloride
19501-58-7

4-methoxyphenylhydrazine hydrochloride

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
In ethanol; water; acetic acid for 0.333333h; Cyclization; Fischer synthesis; Heating;75%
N-[2-(1-methanesulfonyl-5-methoxy-2,3-dihydro-1H-indol-3-yl)-ethyl]-acetamide
474640-48-7

N-[2-(1-methanesulfonyl-5-methoxy-2,3-dihydro-1H-indol-3-yl)-ethyl]-acetamide

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With sulfuric acid at 0℃; for 0.5h;72%
2-(5-methoxyindol-3-yl)ethylamine
608-07-1

2-(5-methoxyindol-3-yl)ethylamine

ethyl acetate
141-78-6

ethyl acetate

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With acetic acid at 80℃; for 20h; Sealed tube;70%
With agarose immobilized acetyltransferase from Mycobacterium smegmatis (MsAcT) In aq. phosphate buffer; dimethyl sulfoxide at 25℃; under 760.051 Torr; for 0.0833333h; pH=8.0; Flow reactor; Enzymatic reaction;
N-acetyl-5-hydroxytryptamine
1210-83-9

N-acetyl-5-hydroxytryptamine

dimethyl sulfate
77-78-1

dimethyl sulfate

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With sodium hydroxide In water at 26℃; for 2.25h;61.4%
2-(2,4-dinitrophenylsulfenyl)melatonin
28772-49-8

2-(2,4-dinitrophenylsulfenyl)melatonin

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With nickel In 1,4-dioxane; water at 80 - 90℃; for 20h; until it lost its coloration;54%
N-allylacetamide
692-33-1

N-allylacetamide

carbon monoxide
201230-82-2

carbon monoxide

4-methoxyphenylhydrazine hydrochloride
19501-58-7

4-methoxyphenylhydrazine hydrochloride

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
Stage #1: N-allylacetamide; carbon monoxide With hydrogen; acetylacetonatodicarbonylrhodium(l); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In water; toluene at 70℃; under 7500.75 Torr; for 30h; Hydroformylation;
Stage #2: 4-methoxyphenylhydrazine hydrochloride Condensation;
Stage #3: With acetic acid for 0.166667h; Cyclization; Fischer indole reaction; Heating; Further stages.;
44%
4-methoxyphenylhydrazine hydrochloride
19501-58-7

4-methoxyphenylhydrazine hydrochloride

1-acetyl-2-methoxypyrrolidine
63050-21-5

1-acetyl-2-methoxypyrrolidine

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
In water; acetic acid Heating;32%
indole
120-72-9

indole

Nb-acetyl-1-methoxytryptamine
180910-62-7

Nb-acetyl-1-methoxytryptamine

A

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

B

N-[2-(5-methoxy-1'H-[1,3']biindolyl-3-yl)-ethyl]-acetamide

N-[2-(5-methoxy-1'H-[1,3']biindolyl-3-yl)-ethyl]-acetamide

C

N-[2-(5'-methoxy-1H,1'H-[3,4']biindolyl-3'-yl)-ethyl]-acetamide

N-[2-(5'-methoxy-1H,1'H-[3,4']biindolyl-3'-yl)-ethyl]-acetamide

D

N-[2-(5'-methoxy-1H,1'H-[3,7']biindolyl-3'-yl)-ethyl]-acetamide

N-[2-(5'-methoxy-1H,1'H-[3,7']biindolyl-3'-yl)-ethyl]-acetamide

Conditions
ConditionsYield
With methanesulfonyl chloride; triethylamine In chloroform Further byproducts given;A 7%
B 7%
C 12%
D 7%
5-methoxyindole-3-acetonitrile
2436-17-1

5-methoxyindole-3-acetonitrile

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With ethanol; sodium Erwaermen des Reaktionsprodukts mit Essigsaeure und Acetanhydrid auf 100grad;
Nb,Nb-diacetyl-5-methoxytryptamine
188396-98-7

Nb,Nb-diacetyl-5-methoxytryptamine

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With ammonium hydroxide In methanol Yield given;
(E)-3-(2-nitroethenyl)-5-methoxyindole
61675-19-2

(E)-3-(2-nitroethenyl)-5-methoxyindole

acetic anhydride
108-24-7

acetic anhydride

A

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

B

(E)-N-[2-(5-methoxy-1H-indol-3-yl)etenyl]acetamide

(E)-N-[2-(5-methoxy-1H-indol-3-yl)etenyl]acetamide

C

N-[(E)-2-(1-Acetyl-5-methoxy-1H-indol-3-yl)-vinyl]-acetamide

N-[(E)-2-(1-Acetyl-5-methoxy-1H-indol-3-yl)-vinyl]-acetamide

Conditions
ConditionsYield
With hydrogen; nickel In tetrahydrofuran under 3040 Torr; for 10h; Ambient temperature;
With sodium hydroxide; hydrogen; nickel 1.) THF, RT, 4 atm, 10 h, 2.) MeOH, RT, 4h; Yield given;
4-aminobutyraldehyde dimethyl acetal
19060-15-2

4-aminobutyraldehyde dimethyl acetal

4-methoxyphenylhydrazine hydrochloride
19501-58-7

4-methoxyphenylhydrazine hydrochloride

acetic anhydride
108-24-7

acetic anhydride

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
1.) 5 - 10 deg C, 1 h, 2.) AcOH, EtOH, H2O, 40 deg C, 12 h; Yield given; Multistep reaction;
5-methoxytryptamine hydrochloride
66-83-1

5-methoxytryptamine hydrochloride

[14C]acetyl-CoA

[14C]acetyl-CoA

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With sheep pineal supernatant (serotonin-N-acetyl transferase); Pargyline In phosphate buffer at 37℃; for 0.166667h; pH=6.8; Enzyme kinetics;
acetic anhydride
108-24-7

acetic anhydride

3-(2-isocyanato-ethyl)-5-methoxy-1H-indole

3-(2-isocyanato-ethyl)-5-methoxy-1H-indole

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
Stage #1: acetic anhydride; 3-(2-isocyanato-ethyl)-5-methoxy-1H-indole In acetic acid Heating;
Stage #2: With potassium carbonate In methanol at 20℃; Further stages.;
acetic anhydride
108-24-7

acetic anhydride

3-(2-isocyanato-ethyl)-5-methoxy-1H-indole

3-(2-isocyanato-ethyl)-5-methoxy-1H-indole

A

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

B

N-(2-(1-acetyl-5-methoxy-1H-indol-3-yl)ethyl)acetamide

N-(2-(1-acetyl-5-methoxy-1H-indol-3-yl)ethyl)acetamide

Conditions
ConditionsYield
In acetic acid Heating; Title compound not separated from byproducts.;
N-[2-(5-methoxy-1-nitroso-1H-indol-3-yl)ethyl]acetamide

N-[2-(5-methoxy-1-nitroso-1H-indol-3-yl)ethyl]acetamide

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Conditions
ConditionsYield
With Tris-HCl buffer In ethanol; water at 37℃; pH=7.40; Kinetics; Further Variations:; pH-values; Reagents; Solvents;
With Tris-HCl buffer; L-Cysteine In ethanol; water at 37℃; pH=7.40; Kinetics; Further Variations:; pH-values; Reagents;
5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

N-(2-(5-methoxy-1H-indol-3-yl-2,4,6-d3)ethyl)acetamide

N-(2-(5-methoxy-1H-indol-3-yl-2,4,6-d3)ethyl)acetamide

Conditions
ConditionsYield
With perchloric acid; d(4)-methanol at 75℃; for 24h; Inert atmosphere;100%
With tris(pentafluorophenyl)borate; water-d2 In chloroform-d1 at 80℃; for 24h; Sealed tube; regioselective reaction;95%
5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

2-iodomelatonin

2-iodomelatonin

Conditions
ConditionsYield
With Iodine monochloride In dichloromethane at 20℃; for 8h; Inert atmosphere;98%
With chloroamine-T; potassium iodide In chloroform for 0.0833333h;87%
With iodine; silver trifluoromethanesulfonate In tetrahydrofuran at 20℃; for 0.333333h;46%
2-bromo-pyridine
109-04-6

2-bromo-pyridine

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

N-(2-(5-methoxy-1-(pyridin-2-yl)-1H-indol-3-yl)ethyl)acetamide

N-(2-(5-methoxy-1-(pyridin-2-yl)-1H-indol-3-yl)ethyl)acetamide

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In toluene at 120℃; for 20h; Inert atmosphere;98%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

N-[2-(1-tert-butoxycarbonyl-5-methoxy-1H-indol-3-yl)ethyl]acetamide
431074-74-7

N-[2-(1-tert-butoxycarbonyl-5-methoxy-1H-indol-3-yl)ethyl]acetamide

Conditions
ConditionsYield
With dmap In acetonitrile at 25℃; for 16h;95%
Stage #1: 5-methoxy-N-acetyl-tryptamine With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane at 0℃; for 0.5h;
Stage #2: di-tert-butyl dicarbonate In dichloromethane at 0℃; for 1h; Further stages.;
80%
With dmap In tetrahydrofuran70%
Stage #1: 5-methoxy-N-acetyl-tryptamine With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: di-tert-butyl dicarbonate In dichloromethane at 20℃; for 5h; Inert atmosphere;
1.13 g
N-(phenylthio)succinimide
14204-24-1

N-(phenylthio)succinimide

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

N-(2-(5-methoxy-2-(phenylthio)-1H-indol-3-yl)ethyl)acetamide

N-(2-(5-methoxy-2-(phenylthio)-1H-indol-3-yl)ethyl)acetamide

Conditions
ConditionsYield
With 2-((-2-(3-(3,5-bis(trifluoromethyl)phenyl)thioureido)cyclohexyl)carbamoyl)-3,4,5,6-tetrachlorobenzoic acid; trifluoroacetic acid In methanol; dichloromethane; water at 20℃; for 24h;95%
5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

3-(2-acetylamino-ethyl)-5-methoxy-indole-1-carboxylic acid ethyl ester
519186-54-0

3-(2-acetylamino-ethyl)-5-methoxy-indole-1-carboxylic acid ethyl ester

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane at 20℃; for 1h;93%
5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

iodoundecafluorocyclohexane
355-69-1

iodoundecafluorocyclohexane

N-(2-(5-methoxy-2-(perfluorocyclohexyl)-1H-indol-3-yl)ethyl)acetamide

N-(2-(5-methoxy-2-(perfluorocyclohexyl)-1H-indol-3-yl)ethyl)acetamide

Conditions
ConditionsYield
With palladium diacetate; silver carbonate In 1,4-dioxane at 80℃; for 10h; Schlenk technique; Inert atmosphere; regioselective reaction;93%
formic acid
64-18-6

formic acid

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

Nb-acetyl-1-formyl-5-methoxytryptamine

Nb-acetyl-1-formyl-5-methoxytryptamine

Conditions
ConditionsYield
In water at 20℃; for 94h; Formylation;92%
Acylation;88%
5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

acetic anhydride
108-24-7

acetic anhydride

Nb,Nb-diacetyl-5-methoxytryptamine
188396-98-7

Nb,Nb-diacetyl-5-methoxytryptamine

Conditions
ConditionsYield
for 2h; Acetylation; Heating;92%
2-phenyl-indole
948-65-2

2-phenyl-indole

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

N-(2-(5-methoxy-2-(3-oxo-2-phenylindolin-2-yl)-1H-indol-3-yl)ethyl)acetamide

N-(2-(5-methoxy-2-(3-oxo-2-phenylindolin-2-yl)-1H-indol-3-yl)ethyl)acetamide

Conditions
ConditionsYield
With C9H18NO(1+)*BH4(1-) In tetrahydrofuran at 0℃;92%
5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

1-Bromo-2-bromomethyl-benzene
3433-80-5

1-Bromo-2-bromomethyl-benzene

N-propanoyl 2-[1-(2-bromobenzyl)-5-methoxyindol-3-yl]ethanamine

N-propanoyl 2-[1-(2-bromobenzyl)-5-methoxyindol-3-yl]ethanamine

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 20℃; for 3h; Condensation;91%
5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-(2-{5-methoxy-1-[(4-methylphenyl)sulfonyl]-1H-indol-3-yl}ethyl)acetamide
1020701-51-2

N-(2-{5-methoxy-1-[(4-methylphenyl)sulfonyl]-1H-indol-3-yl}ethyl)acetamide

Conditions
ConditionsYield
Stage #1: 5-methoxy-N-acetyl-tryptamine With tetrabutylammomium bromide; sodium hydroxide In dichloromethane at 20℃; for 0.5h;
Stage #2: p-toluenesulfonyl chloride In dichloromethane at 20℃; for 6h;
90.5%
Stage #1: 5-methoxy-N-acetyl-tryptamine With sodium hydride In N,N-dimethyl-formamide at 0℃; Inert atmosphere;
Stage #2: p-toluenesulfonyl chloride In N,N-dimethyl-formamide at 0 - 20℃;
Stage #1: 5-methoxy-N-acetyl-tryptamine With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: p-toluenesulfonyl chloride In dichloromethane at 20℃; for 5h; Inert atmosphere;
1.20 g
With tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide In dichloromethane at 0 - 20℃;
5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

2-[131I]-iodo-melatonine

2-[131I]-iodo-melatonine

Conditions
ConditionsYield
With sodium hydroxide; [131I]-sodium iodide; chloroamine-T In chloroform for 0.05h;90%
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

ethyl (3-(2-(acetylamino)ethyl)-5-methoxy-1H-indol-2-yl)acetate

ethyl (3-(2-(acetylamino)ethyl)-5-methoxy-1H-indol-2-yl)acetate

Conditions
ConditionsYield
With tris(bipyridine)ruthenium(II) dichloride hexahydrate In methanol; dichloromethane; water Sealed tube; Irradiation; Cooling with ice; regioselective reaction;90%
5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

Trifluoro-acetic acid (2S,3'S)-5-methoxy-2'-methylene-1,1'-bis-(2,2,2-trifluoro-acetyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-2-yl ester
83345-85-1, 140427-20-9

Trifluoro-acetic acid (2S,3'S)-5-methoxy-2'-methylene-1,1'-bis-(2,2,2-trifluoro-acetyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-2-yl ester

Conditions
ConditionsYield
In benzene at 5℃; for 0.166667h;89%
5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

2-(5-methoxyindol-3-yl)ethylamine
608-07-1

2-(5-methoxyindol-3-yl)ethylamine

Conditions
ConditionsYield
With ammonium bromide; ethylenediamine at 100℃; for 7h; Microwave irradiation;89%
With sulfuric acid In water for 8h; Heating;69.7%
With sodium hydroxide In 2-methyl-propan-1-ol
5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

N-[2-(1-benzenesulfonyl-5-methoxy-1H-indol-3-yl)ethyl]acetamide
296280-80-3

N-[2-(1-benzenesulfonyl-5-methoxy-1H-indol-3-yl)ethyl]acetamide

Conditions
ConditionsYield
Stage #1: 5-methoxy-N-acetyl-tryptamine With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane at 0℃; for 0.5h;
Stage #2: benzenesulfonyl chloride In dichloromethane at 0℃; for 1h; Further stages.;
88%
Stage #1: 5-methoxy-N-acetyl-tryptamine With sodium hydroxide; tetra-(n-butyl)ammonium iodide at 0℃; for 0.25h;
Stage #2: benzenesulfonyl chloride at 20℃; for 3.5h;
71%
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide
5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

C13H28O4Si

C13H28O4Si

isovaleraldehyde
590-86-3

isovaleraldehyde

C25H38N2O6

C25H38N2O6

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 0.166667h; chemoselective reaction;88%
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 0.166667h;88%
5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

4-methoxy-3-(4-(2,2,2-trichloro-acetyl)piperazin-1-yl)benzene-1-sulfonylchloride
219963-60-7

4-methoxy-3-(4-(2,2,2-trichloro-acetyl)piperazin-1-yl)benzene-1-sulfonylchloride

N-(2-(5-methoxy-1-((4-methoxy-3-(4-(2,2,2-trichloroacetyl)piperazin-1-yl)phenyl)sulfonyl)-1H-indol-3-yl)ethyl)acetamide

N-(2-(5-methoxy-1-((4-methoxy-3-(4-(2,2,2-trichloroacetyl)piperazin-1-yl)phenyl)sulfonyl)-1H-indol-3-yl)ethyl)acetamide

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 25℃; for 2.16h;88%
5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

O,O'-bis[(1S,2S,3S,5R)-2,6,6-trimethylbicyclo[3.1.1]-hept-3-yl]dithiophosphoric acid
1456553-31-3

O,O'-bis[(1S,2S,3S,5R)-2,6,6-trimethylbicyclo[3.1.1]-hept-3-yl]dithiophosphoric acid

C20H35O2PS2*C13H16N2O2

C20H35O2PS2*C13H16N2O2

Conditions
ConditionsYield
In ethanol at 20℃; for 1h; Inert atmosphere;88%
5-methoxy-N-acetyl-tryptamine
73-31-4

5-methoxy-N-acetyl-tryptamine

O,O-di[(–)-(1R,2S,5R)-2-isopropyl-5-methylcyclohex-1-yl] dithiophosphoric acid

O,O-di[(–)-(1R,2S,5R)-2-isopropyl-5-methylcyclohex-1-yl] dithiophosphoric acid

C20H39O2PS2*C13H16N2O2

C20H39O2PS2*C13H16N2O2

Conditions
ConditionsYield
In ethanol at 20℃; for 2h; Inert atmosphere;87%

Please post your buying leads,so that our qualified suppliers will soon contact you!

*Required Fields