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153-98-0

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153-98-0 Usage

Chemical Properties

white to cream powder

Uses

Different sources of media describe the Uses of 153-98-0 differently. You can refer to the following data:
1. Serotonin hydrochloride is used as a neurotransmitter and function as an endogenous serotonin receptor agonist in various biochemical processes. It is an active component, which is used to regulate the mood, emesis, cognition and appetite in vivo.
2. A neurotransmitter.
3. Neurotransmitter;5-HT agonist
4. Serotonin is a monoamine neurotransmitter.
5. Serotonin is a monoamine neurotransmitter that is biochemically derived from tryptophan and produced in serotonergic neurons in the central nervous system and in enterochromaffin cells in the gastrointestinal tract. Serotonin is important in the regulation of mood, sleep, vomiting, sexuality, and appetite. Low levels of serotonin are associated with several disorders, including depression, migraines, bipolar disorder, and anxiety. Its actions are terminated primarily via uptake of serotonin from the synapse. Serotonin reuptake can be inhibited with MDMA, cocaine, tricyclic antidepressants, and selective serotonin reuptake inhibitors.[Cayman Chemical]

Biological Activity

Endogenous agonist at 5-HT receptors and endogenous substrate for 5-HT transporters. Neurotransmitter that has roles in regulation of mood, emesis, sexuality, sleep and appetite in vivo .

Biochem/physiol Actions

Neurotransmitter.

Purification Methods

5-HT is purified by recrystallisation from EtOH/Et2O or Et2O to give the hygroscopic salt. Store it in the dark as it is light sensitive. The free base has m 84-86o (from Et2O). The 5-benzyloxy derivative has m 84-86o (from Et2O). [Ek & Witkop J Am Chem Soc 76 5579 1954, Hamlin & Fischer J Am Chem Soc 73 5007 1951.] The picrate 1H2O has m 196-197.5o (dec with sintering at 160-165o) after crystallisation from Et2O. Serotonin is a natural neurotransmitter [Chuang Life Sci 41 1051 1987]. [Beilstein 22/12 V 16.]

Check Digit Verification of cas no

The CAS Registry Mumber 153-98-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,5 and 3 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 153-98:
(5*1)+(4*5)+(3*3)+(2*9)+(1*8)=60
60 % 10 = 0
So 153-98-0 is a valid CAS Registry Number.
InChI:InChI=1/C10H12N2O.ClH/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10;/h1-2,5-6,12-13H,3-4,11H2;1H

153-98-0 Well-known Company Product Price

  • Brand
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  • Alfa Aesar

  • (B21263)  Serotonin hydrochloride, 98%   

  • 153-98-0

  • 1g

  • 486.0CNY

  • Detail
  • Alfa Aesar

  • (B21263)  Serotonin hydrochloride, 98%   

  • 153-98-0

  • 5g

  • 1652.0CNY

  • Detail
  • Alfa Aesar

  • (B21263)  Serotonin hydrochloride, 98%   

  • 153-98-0

  • 10g

  • 2961.0CNY

  • Detail
  • Sigma

  • (H9523)  Serotoninhydrochloride  powder

  • 153-98-0

  • H9523-25MG

  • 313.56CNY

  • Detail
  • Sigma

  • (H9523)  Serotoninhydrochloride  powder

  • 153-98-0

  • H9523-100MG

  • 863.46CNY

  • Detail
  • Sigma

  • (H9523)  Serotoninhydrochloride  powder

  • 153-98-0

  • H9523-250MG

  • 2,414.88CNY

  • Detail
  • Sigma

  • (H9523)  Serotoninhydrochloride  powder

  • 153-98-0

  • H9523-1G

  • 7,259.85CNY

  • Detail

153-98-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Serotonin hydrochloride

1.2 Other means of identification

Product number -
Other names 3-(2-Aminoethyl)-5-hydroxyindole hydrochloride,5-HT,5-Hydroxytryptamine hydrochloride

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:153-98-0 SDS

153-98-0Synthetic route

C10H10N2O3

C10H10N2O3

serotonin hydrochloride
153-98-0

serotonin hydrochloride

Conditions
ConditionsYield
Stage #1: C10H10N2O3 With hydrogen In methanol at 30℃; Autoclave; Industrial scale;
Stage #2: With hydrogenchloride In methanol; water Autoclave; Industrial scale;
91%
tert-butyl 2-(5-hydroxy-1H-indol-3-yl)ethylcarbamate
53157-48-5

tert-butyl 2-(5-hydroxy-1H-indol-3-yl)ethylcarbamate

serotonin hydrochloride
153-98-0

serotonin hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol; water; ethyl acetate at 25℃; for 0.166667h;
4-chlorocarbonyl-piperazine-1-carboxylic acid benzyl ester
25539-27-9

4-chlorocarbonyl-piperazine-1-carboxylic acid benzyl ester

serotonin hydrochloride
153-98-0

serotonin hydrochloride

C23H26N4O4

C23H26N4O4

Conditions
ConditionsYield
With triethylamine In dichloromethane; N,N-dimethyl-formamide at 25℃; for 15h;100%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

serotonin hydrochloride
153-98-0

serotonin hydrochloride

tert-butyl 2-(5-hydroxy-1H-indol-3-yl)ethylcarbamate
53157-48-5

tert-butyl 2-(5-hydroxy-1H-indol-3-yl)ethylcarbamate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 3h;100%
With sodium hydrogencarbonate; sodium chloride In chloroform; water for 3h; Reflux;95%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 6h;94%
2-fluoro-N-(2-methoxyethyl)-9H-purin-6-amine

2-fluoro-N-(2-methoxyethyl)-9H-purin-6-amine

serotonin hydrochloride
153-98-0

serotonin hydrochloride

3-[2-[[6-(2-methoxyethylamino)-9H-purin-2-yl]amino]ethyl]-1H-indol-5-ol

3-[2-[[6-(2-methoxyethylamino)-9H-purin-2-yl]amino]ethyl]-1H-indol-5-ol

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 110℃;100%
serotonin hydrochloride
153-98-0

serotonin hydrochloride

propionic acid anhydride
123-62-6

propionic acid anhydride

N-(2-(5-hydroxyindol-3-yl)ethyl)-3-propanamide

N-(2-(5-hydroxyindol-3-yl)ethyl)-3-propanamide

Conditions
ConditionsYield
With sodium carbonate In tetrahydrofuran at 20℃; for 2h;98%
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

serotonin hydrochloride
153-98-0

serotonin hydrochloride

C20H20N2OS2

C20H20N2OS2

Conditions
ConditionsYield
With sodium methylate; sodium cyanoborohydride; acetic acid In methanol at 20℃; pH=5-6; Inert atmosphere; Cooling with ice;98%
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
58632-95-4

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

serotonin hydrochloride
153-98-0

serotonin hydrochloride

tert-butyl 2-(5-hydroxy-1H-indol-3-yl)ethylcarbamate
53157-48-5

tert-butyl 2-(5-hydroxy-1H-indol-3-yl)ethylcarbamate

Conditions
ConditionsYield
With TEA In 1,4-dioxane; water at 45℃; for 1h;97.8%
7-phenylheptanoic acid
40228-90-8

7-phenylheptanoic acid

serotonin hydrochloride
153-98-0

serotonin hydrochloride

C23H28N2O2

C23H28N2O2

Conditions
ConditionsYield
Stage #1: 7-phenylheptanoic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 1.25h;
Stage #2: serotonin hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Further stages.;
92%
8-phenyloctanoic acid
26547-51-3

8-phenyloctanoic acid

serotonin hydrochloride
153-98-0

serotonin hydrochloride

C24H30N2O2
1002100-52-8

C24H30N2O2

Conditions
ConditionsYield
Stage #1: 8-phenyloctanoic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 1.25h;
Stage #2: serotonin hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Further stages.;
92%
(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid
463-40-1

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

serotonin hydrochloride
153-98-0

serotonin hydrochloride

(Z,Z,Z)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-octadeca-9,12,15-trienamide
345663-12-9

(Z,Z,Z)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-octadeca-9,12,15-trienamide

Conditions
ConditionsYield
Stage #1: (9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 1.25h;
Stage #2: serotonin hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Further stages.;
88%
C10H6(2)H2Cl2O4
1445606-13-2

C10H6(2)H2Cl2O4

serotonin hydrochloride
153-98-0

serotonin hydrochloride

C20H16(2)H2Cl2N2O4
1441642-15-4

C20H16(2)H2Cl2N2O4

Conditions
ConditionsYield
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 24h;88%
2,2-Dichloropropionic acid
75-99-0

2,2-Dichloropropionic acid

serotonin hydrochloride
153-98-0

serotonin hydrochloride

C13H14Cl2N2O2
1388185-92-9

C13H14Cl2N2O2

Conditions
ConditionsYield
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 24h;88%
lauric acid
143-07-7

lauric acid

serotonin hydrochloride
153-98-0

serotonin hydrochloride

C22H34N2O2
73452-35-4

C22H34N2O2

Conditions
ConditionsYield
Stage #1: lauric acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 1.25h;
Stage #2: serotonin hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Further stages.;
87%
serotonin hydrochloride
153-98-0

serotonin hydrochloride

Thioctic acid
1077-28-7, 62-46-4

Thioctic acid

C18H24N2O2S2
1002100-46-0

C18H24N2O2S2

Conditions
ConditionsYield
Stage #1: Thioctic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 1.25h;
Stage #2: serotonin hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Further stages.;
86%
3-(1,3-benzodioxol-5-yl)-2,2-dichloropropanoic acid
1309659-13-9

3-(1,3-benzodioxol-5-yl)-2,2-dichloropropanoic acid

serotonin hydrochloride
153-98-0

serotonin hydrochloride

3-(1,3-benzodioxol-5-yl)-2,2-dichloro-N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)propanamide
1309659-14-0

3-(1,3-benzodioxol-5-yl)-2,2-dichloro-N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)propanamide

Conditions
ConditionsYield
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 24h;86%
Stage #1: serotonin hydrochloride In N,N-dimethyl-formamide at 0℃; for 3h;
Stage #2: 3-(1,3-benzodioxol-5-yl)-2,2-dichloropropanoic acid With diphenylphosphoranyl azide In N,N-dimethyl-formamide at 20℃; for 36h;
84%
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 24h;181 mg
linoleic acid
60-33-3

linoleic acid

serotonin hydrochloride
153-98-0

serotonin hydrochloride

C28H42N2O2
623174-83-4

C28H42N2O2

Conditions
ConditionsYield
Stage #1: linoleic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 1.25h;
Stage #2: serotonin hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Further stages.;
85%
undecylenic acid
112-37-8

undecylenic acid

serotonin hydrochloride
153-98-0

serotonin hydrochloride

C21H32N2O2
1002100-48-2

C21H32N2O2

Conditions
ConditionsYield
Stage #1: undecylenic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 1.25h;
Stage #2: serotonin hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Further stages.;
85%
formaldehyd
50-00-0

formaldehyd

serotonin hydrochloride
153-98-0

serotonin hydrochloride

bufotenin
487-93-4

bufotenin

Conditions
ConditionsYield
With sodium methylate; sodium cyanoborohydride; acetic acid In methanol; water at 20℃; for 2h; pH=5 - 9; Inert atmosphere;85%
With sodium methylate; sodium cyanoborohydride; acetic acid In methanol; water at 20℃;
3-(4-hydroxy-3-methoxyphenyl)propionic acid
1135-23-5

3-(4-hydroxy-3-methoxyphenyl)propionic acid

serotonin hydrochloride
153-98-0

serotonin hydrochloride

C20H22N2O4
1246613-20-6

C20H22N2O4

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; Inert atmosphere;85%
succinic acid anhydride
108-30-5

succinic acid anhydride

serotonin hydrochloride
153-98-0

serotonin hydrochloride

bufobutanoic acid

bufobutanoic acid

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 20℃; for 10h;84%
With pyridine In N,N-dimethyl-formamide at 20℃; for 24h;62%
With pyridine In N,N-dimethyl-formamide at 20℃; for 24h;62%
4-hydroxyphenylpropionic acid
501-97-3

4-hydroxyphenylpropionic acid

serotonin hydrochloride
153-98-0

serotonin hydrochloride

N-[2-(5-Hydroxy-1H-indol-3-yl)-ethyl]-3-(4-hydroxy-phenyl)-propionamide

N-[2-(5-Hydroxy-1H-indol-3-yl)-ethyl]-3-(4-hydroxy-phenyl)-propionamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; Inert atmosphere;83.7%

153-98-0Relevant articles and documents

Method for preparing 5-hydroxytryptamine hydrochloride by utilizing enzymatic fermentation liquor containing 5-hydroxytryptamine

-

Paragraph 0032; 0035-0037; 0038; 0041-0043; 0044; 0047-0049, (2021/02/13)

The invention discloses a method for preparing 5-hydroxytryptamine hydrochloride from 5-hydroxytryptamine-containing enzymatic fermentation liquor, and relates to the technical field of 5-hydroxytryptamine extraction. The method comprises the following steps: concentrating 5-hydroxytryptamine-containing enzymatic fermentation liquor under reduced pressure, mixing the concentrated 5-hydroxytryptamine-containing enzymatic fermentation liquor with an organic solvent, sequentially dropwise adding triethylamine and BOC anhydride at low temperature, heating to 20-25 DEG C after dropwise adding is finished, reacting to obtain an N-BOC-5-hydroxytryptamine reaction solution, adding ethyl acetate, and extracting to obtain an ethyl acetate organic phase; adding ethyl acetate containing hydrochloric acid into the ethyl acetate organic phase for reaction, and performing suction filtration after the reaction is finished to obtain a 5-hydroxytryptamine hydrochloride crude product; and further purifying the obtained 5-hydroxytryptamine hydrochloride crude product to obtain 5-hydroxytryptamine hydrochloride. According t o the invention, high-purity 5-hydroxytryptamine hydrochloride is prepared by optimizing the method for purifying 5-hydroxytryptamine in an enzymatic fermentation liquor, so that the current situation that 5-hydroxytryptamine hydrochloride is difficult to prepare by simply extracting serotonin in the enzymatic fermentation liquor is changed.

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