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62-31-7 Usage

pharmacological action

Dopamine hydrochloride is a precursor for the synthesis of epinephrine in the body. It has β (mainly β1 receptor) receptor agonism and α receptor agonism, and can also promote the release of norepinephrine. It can enhance myocardial contractility, increase cardiac output, and accelerate the heart rate to a lesser extent (not as obvious as isoproterenol); stimulate the α-receptors of blood vessels in tissues such as skin and muscles, so that blood vessels constrict and blood supply is reduced; it stimulates visceral blood vessels ( The dopamine receptors in the kidney, mesentery, and heart) dilate and increase blood flow. The change of total peripheral resistance is not obvious, but it is beneficial to improve the blood supply of vital organs during shock.

Description

Dopamine (hydrochloride) is an endogenous catecholamine neurotransmitter synthesized from the amino acid L-tyrosine that acts as an agonist at dopamine receptors (D1-5). Dopamine is mainly synthesized in the substantia nigra and ventral tegmental area, and is a precursor in norepinephrine and epinephrine biosynthesis. Dopamine-containing neurons in the brain are involved in reward-motivated behavior, motor control, and hormone release. Dopamine is also synthesized in the adrenal glands where it exerts peripheral paracrine functions including control of vasodilation, sodium excretion, insulin production, gastrointestinal motility, and the activity of lymphocytes. Loss or damage of dopaminergic neurons in the substantia nigra is associated with Parkinson’s disease.

Chemical Properties

Dopamine hydrochloride is designated chemically as 3,4-dihydroxyphenethylamine hydrochloride, a white crystalline powder freely soluble in water. Dopamine (also referred to as 3-hydroxytyramine) is a naturally occurring biochemical catecholamine precursor of norepinephrine.

Uses

Different sources of media describe the Uses of 62-31-7 differently. You can refer to the following data:
1. Endogenous catecholamine with α and β-adrenergic activity. Cardiotonic; antihypotensive.
2. dopaminergic: Dopamine (DA) works as neurotransmitter in the central nervous system. It is a catecholamine made from the amino acid L-tyrosine. It also works as a hormone in vesicles of the adrenal medulla, thereby controlling heart beat rate and blood pressure. Absence of DA-containing neurons is associated with parkinson′s disease.
3. A neurotransmitter and vasopressor that modulates cortical activation. Dopamine hydrochloride is a vasopressor that moderates cortical activation. It is used as a precursor to norepinepherine and epinephrine. It is an important neurotransmitter and chemical messenger that helps in the transmission of signals in the brain and other vital areas.

Indications

Dopamine HCl is indicated for the correction of hemodynamic imbalances present in the shock syndrome due to myocardial infarction, trauma, endotoxic septicemia, open-heart surgery, renal failure, and chronic cardiac decompensation as in congestive failure.

Application

Dopamine hydrochloride has been used to study dopamine-mediated transient modulation of the physiological responses in whiteleg shrimp, Litopenaeus vannamei.It has been used to study dopamine-mediated changes in immunity susceptibility to Lactococcus garvieae in the freshwater giant prawn, Macrobrachium rosenbergii.It has been used to study the molecular link between dopamine-induced oxidative stress and mHtt (mutant Huntingtin) toxicity in relation to the activation of the autophagy pathway in an 'in vitro' model of parkinsonian Huntington's Disease.

General Description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.Dopamine is a neurotransmitter which is a naturally occurring catecholamine. Dopamine hydrochloride salt is indicated as a medicine for the treatment of acute congestive and renal failures.

Biological Activity

Endogenous neurotransmitter that acts as an agonist at dopamine D 1-5 receptors. Synthesized in the substantia nigra and ventral tegmental area, and is a precursor in noradrenalin and adrenalin biosynthesis.

Clinical Use

Cardiogenic shock in infarction or cardiac surgery

Drug interactions

Potentially hazardous interactions with other drugsAlpha-blockers: avoid with tolazoline.Anaesthetics: risk of ventricular arrhythmias with isoflurane - avoid.Antidepressants: risk of hypertensive crisis with MAOIs and moclobemide.Ciclosporin: may reduce risk of ciclosporin nephrotoxicityDopaminergics: effects possibly enhanced by entacapone; avoid with rasagiline; risk of hypertensive crisis with selegiline.

Metabolism

Dopamine is a metabolic precursor of noradrenaline and, whereas a proportion is excreted as the metabolic products of noradrenaline, the majority is mainly metabolised into 3,4,-dihydroxyphenylacetic acid (DOPAC) and 3-methoxy-4-hydroxyphenylacetic (HVA) which are rapidly excreted in the urine.

Check Digit Verification of cas no

The CAS Registry Mumber 62-31-7 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 6 and 2 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 62-31:
(4*6)+(3*2)+(2*3)+(1*1)=37
37 % 10 = 7
So 62-31-7 is a valid CAS Registry Number.
InChI:InChI=1/C8H11NO2.ClH/c9-4-3-6-1-2-7(10)8(11)5-6;/h1-2,5,10-11H,3-4,9H2;1H

62-31-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A11136)  Dopamine hydrochloride, 99%   

  • 62-31-7

  • 5g

  • 322.0CNY

  • Detail
  • Alfa Aesar

  • (A11136)  Dopamine hydrochloride, 99%   

  • 62-31-7

  • 25g

  • 993.0CNY

  • Detail
  • Alfa Aesar

  • (A11136)  Dopamine hydrochloride, 99%   

  • 62-31-7

  • 100g

  • 3003.0CNY

  • Detail
  • Sigma-Aldrich

  • (PHR1090)  Dopaminehydrochloride  pharmaceutical secondary standard; traceable to USP, PhEur and BP

  • 62-31-7

  • PHR1090-1G

  • 732.19CNY

  • Detail
  • Sigma-Aldrich

  • (D2960000)  Dopaminehydrochloride  European Pharmacopoeia (EP) Reference Standard

  • 62-31-7

  • D2960000

  • 1,880.19CNY

  • Detail
  • Sigma

  • (H8502)  Dopaminehydrochloride  

  • 62-31-7

  • H8502-5G

  • 375.57CNY

  • Detail
  • Sigma

  • (H8502)  Dopaminehydrochloride  

  • 62-31-7

  • H8502-10G

  • 700.83CNY

  • Detail
  • Sigma

  • (H8502)  Dopaminehydrochloride  

  • 62-31-7

  • H8502-25G

  • 936.00CNY

  • Detail
  • Sigma

  • (H8502)  Dopaminehydrochloride  

  • 62-31-7

  • H8502-100G

  • 3,821.22CNY

  • Detail
  • Cerilliant

  • (D-081)  Dopaminehydrochloridesolution  1.0 mg/mL in methanol with 5% 1 M HCl (as free base), ampule of 1 mL, certified reference material

  • 62-31-7

  • D-081-1ML

  • 863.46CNY

  • Detail

62-31-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Hydroxytyramine hydrochloride

1.2 Other means of identification

Product number -
Other names 1,2-Benzenediol, 4-(2-aminoethyl)-, 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:62-31-7 SDS

62-31-7Synthetic route

N-(tert-butoxycarbonyl)dopamine
37034-31-4

N-(tert-butoxycarbonyl)dopamine

dopamine hydrochloride
62-31-7

dopamine hydrochloride

Conditions
ConditionsYield
With methanol; chloro-trimethyl-silane for 3h; Reflux;100%
3,4-bis(benzyloxy)-β-nitrostyrene
1699-54-3

3,4-bis(benzyloxy)-β-nitrostyrene

dopamine hydrochloride
62-31-7

dopamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium on activated charcoal In ethanol under 760 Torr; for 24h; Ambient temperature;99%
2-(3,4-dimethoxyphenyl)-ethylamine
120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

dopamine hydrochloride
62-31-7

dopamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In water at 160℃; for 6h; Inert atmosphere;98.6%
With hydrogenchloride; water at 100℃; for 144h;76%
With hydrogenchloride; sodium hypophosphite; ion-exchanger Dowex 50 X2-200; hydrogen bromide; isobutyric Acid for 2h; Heating;
Multi-step reaction with 3 steps
1: hydrogen bromide / ethanol / 0.5 h / 50 °C
2: hydrogen bromide / 5 h / 110 - 115 °C / Inert atmosphere
3: hydrogenchloride / isopropyl alcohol / 1 h / 80 °C / Inert atmosphere; Reflux
View Scheme
3-hydroxytyramine hydrobromide
645-31-8

3-hydroxytyramine hydrobromide

dopamine hydrochloride
62-31-7

dopamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water; isopropyl alcohol at 70 - 80℃; Inert atmosphere;93%
With hydrogenchloride In isopropyl alcohol at 80℃; for 1h; Solvent; Inert atmosphere; Reflux;90.6%
3-Methoxytyramine hydrochloride
1477-68-5

3-Methoxytyramine hydrochloride

dopamine hydrochloride
62-31-7

dopamine hydrochloride

Conditions
ConditionsYield
Stage #1: 3-Methoxytyramine hydrochloride With hydrogen bromide for 6h; Reflux;
Stage #2: With hydrogenchloride In water
69.81%
C8H11NO2*C7H8N2O*2ClH

C8H11NO2*C7H8N2O*2ClH

A

dopamine hydrochloride
62-31-7

dopamine hydrochloride

B

N-methylnicotinamide hydrochloride
29711-57-7

N-methylnicotinamide hydrochloride

Conditions
ConditionsYield
at 28℃; Equilibrium constant; Thermodynamic data; association enthalpy: ΔH0 (kcal mol-1) = -3.2 (pH=1);
N-(N-acetyl-L-methionyl)-O,O-bis(ethoxycarbonyl)dopamine

N-(N-acetyl-L-methionyl)-O,O-bis(ethoxycarbonyl)dopamine

A

3,4-dihydroxyphenylacetate
102-32-9

3,4-dihydroxyphenylacetate

B

dopamine hydrochloride
62-31-7

dopamine hydrochloride

C

dopamine-30-sulfate

dopamine-30-sulfate

Conditions
ConditionsYield
at 37℃; pharmacokinetic; concentrations of products in plasma after oral administration of title compound to dogs;
C44H36N4O12P2(2-)*C8H11NO2*H(1+)

C44H36N4O12P2(2-)*C8H11NO2*H(1+)

A

dopamine hydrochloride
62-31-7

dopamine hydrochloride

B

C44H36N4O12P2(2-)

C44H36N4O12P2(2-)

Conditions
ConditionsYield
In d(4)-methanol; water-d2 Equilibrium constant;
3,4-dimethoxyphenylacetonitrile
93-17-4

3,4-dimethoxyphenylacetonitrile

dopamine hydrochloride
62-31-7

dopamine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: diborane / tetrahydrofuran / 16 h / 55 °C / Inert atmosphere
1.2: 0 - 20 °C
2.1: hydrogenchloride; water / 144 h / 100 °C
View Scheme
C23H35NO8

C23H35NO8

dopamine hydrochloride
62-31-7

dopamine hydrochloride

Conditions
ConditionsYield
Stage #1: C23H35NO8 With trifluoroacetic acid In dichloromethane
Stage #2: With hydrogenchloride In methanol; diethyl ether regioselective reaction;
1,2-dimethoxy-4-(2-nitro-vinyl)-benzene
4230-93-7

1,2-dimethoxy-4-(2-nitro-vinyl)-benzene

dopamine hydrochloride
62-31-7

dopamine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ammonium formate; 5%-palladium/activated carbon / methanol / 60 - 65 °C / Inert atmosphere
2: hydrogen bromide / water / 110 - 120 °C / Inert atmosphere
3: hydrogenchloride / water; isopropyl alcohol / 70 - 80 °C / Inert atmosphere
View Scheme
3,4-dimethoxy-benzaldehyde
120-14-9

3,4-dimethoxy-benzaldehyde

dopamine hydrochloride
62-31-7

dopamine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: methylamine hydrochloride; triethylamine / ethanol / 20 °C
2: ammonium formate; 5%-palladium/activated carbon / methanol / 60 - 65 °C / Inert atmosphere
3: hydrogen bromide / water / 110 - 120 °C / Inert atmosphere
4: hydrogenchloride / water; isopropyl alcohol / 70 - 80 °C / Inert atmosphere
View Scheme
dopamine hydrochloride
62-31-7

dopamine hydrochloride

3-(3,4-dihydroxyphenyl)propanoic acid pentafluorophenyl ester
169232-24-0

3-(3,4-dihydroxyphenyl)propanoic acid pentafluorophenyl ester

N-(3,4-dihydroxyhydrocinnamoyl)dopamine

N-(3,4-dihydroxyhydrocinnamoyl)dopamine

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide for 2h;100%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

dopamine hydrochloride
62-31-7

dopamine hydrochloride

N-(tert-butoxycarbonyl)dopamine
37034-31-4

N-(tert-butoxycarbonyl)dopamine

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 2h;100%
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 2h;100%
With triethylamine In methanol99%
dopamine hydrochloride
62-31-7

dopamine hydrochloride

acryloyl chloride
814-68-6

acryloyl chloride

N-[2-(3,4-Dihydroxy-phenyl)-ethyl]acrylamide
201610-44-8

N-[2-(3,4-Dihydroxy-phenyl)-ethyl]acrylamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; methanol at 0 - 20℃; for 2h;100%
With triethylamine In tetrahydrofuran; methanol at 20℃; pH=9; Cooling with ice;65%
With triethylamine In tetrahydrofuran; methanol for 1h; Cooling with ice;57%
With borax; sodium hydrogencarbonate; sodium hydroxide In tetrahydrofuran; water at 20℃; for 14h; pH=8; Inert atmosphere;54%
With triethylamine In tetrahydrofuran; methanol at 20℃; for 1h;
dopamine hydrochloride
62-31-7

dopamine hydrochloride

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

ethyl (3,4-dihydroxyphenethyl)carbamate
36205-85-3

ethyl (3,4-dihydroxyphenethyl)carbamate

Conditions
ConditionsYield
Stage #1: dopamine hydrochloride With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 1h;
Stage #2: chloroformic acid ethyl ester In tetrahydrofuran; water at 20℃; for 5h;
100%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

dopamine hydrochloride
62-31-7

dopamine hydrochloride

C23H35NO8

C23H35NO8

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide for 16h; Inert atmosphere;100%
dopamine hydrochloride
62-31-7

dopamine hydrochloride

2,5-anhydro-D-mannose
495-75-0

2,5-anhydro-D-mannose

1-(α-D-arabinofuranosyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride
87943-09-7, 87984-47-2

1-(α-D-arabinofuranosyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

Conditions
ConditionsYield
In water for 48h; Ambient temperature;98%
for 48h; Ambient temperature;98%
dopamine hydrochloride
62-31-7

dopamine hydrochloride

3,4-dichlorobenzaldehyde
6287-38-3

3,4-dichlorobenzaldehyde

1-(3,4-Dichloro-phenyl)-1,2,3,4-tetrahydro-isoquinoline-6,7-diol; hydrochloride

1-(3,4-Dichloro-phenyl)-1,2,3,4-tetrahydro-isoquinoline-6,7-diol; hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol for 12h; Heating;98%
dopamine hydrochloride
62-31-7

dopamine hydrochloride

stearic acid
57-11-4

stearic acid

N-stearoyldopamine
105955-10-0

N-stearoyldopamine

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In tetrahydrofuran Ambient temperature;98%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In dichloromethane; ethyl acetate at 0 - 20℃; for 0.5h; Inert atmosphere;35%
dopamine hydrochloride
62-31-7

dopamine hydrochloride

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

2-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)ethan-1-amine
165749-18-8

2-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)ethan-1-amine

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃; for 16h; Inert atmosphere;98%
With 1H-imidazole In dichloromethane at 20℃; for 2h;95.8%
With 1H-imidazole In dichloromethane at 20℃; Inert atmosphere;86%
trifluoroacetic acid-methyl ester
431-47-0

trifluoroacetic acid-methyl ester

dopamine hydrochloride
62-31-7

dopamine hydrochloride

N-<2-(3,4-Dihydroxyphenyl)ethyl>trifluoracetamid
65846-04-0

N-<2-(3,4-Dihydroxyphenyl)ethyl>trifluoracetamid

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; Inert atmosphere;98%
With triethylamine In methanol at 20℃;98%
With triethylamine In methanol at 30℃; for 16h;92%
With triethylamine In methanol at 20℃; for 12h;86%
With triethylamine In methanol at 20℃; Sealed tube;82.2%
dopamine hydrochloride
62-31-7

dopamine hydrochloride

4-methyl-1H-imidazole-5-carbaldehyde
68282-53-1

4-methyl-1H-imidazole-5-carbaldehyde

4-(2-(((4-methyl-1H-imidazol-5-yl)methylene)amino)ethyl)benzene-1,2-diol
1363301-25-0

4-(2-(((4-methyl-1H-imidazol-5-yl)methylene)amino)ethyl)benzene-1,2-diol

Conditions
ConditionsYield
Stage #1: dopamine hydrochloride With triethylamine In ethanol for 0.5h;
Stage #2: 4-methyl-1H-imidazole-5-carbaldehyde In ethanol for 4h; Reflux;
98%
dopamine hydrochloride
62-31-7

dopamine hydrochloride

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

1-(3-Methoxy-phenyl)-1,2,3,4-tetrahydro-isoquinoline-6,7-diol; hydrochloride

1-(3-Methoxy-phenyl)-1,2,3,4-tetrahydro-isoquinoline-6,7-diol; hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol for 12h; Heating;97%
dopamine hydrochloride
62-31-7

dopamine hydrochloride

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

6,7-dihydroxy-1-(2-methoxyphenyl)-1,2,3,4-tetrahydroisoquinolinium chloride

6,7-dihydroxy-1-(2-methoxyphenyl)-1,2,3,4-tetrahydroisoquinolinium chloride

Conditions
ConditionsYield
With hydrogenchloride In methanol for 12h; Heating;97%
dopamine hydrochloride
62-31-7

dopamine hydrochloride

3-(3,5-Dihydroxy-phenyl)-propionic acid pentafluorophenyl ester
188662-00-2

3-(3,5-Dihydroxy-phenyl)-propionic acid pentafluorophenyl ester

3-(3,5-Dihydroxy-phenyl)-N-[2-(3,4-dihydroxy-phenyl)-ethyl]-propionamide

3-(3,5-Dihydroxy-phenyl)-N-[2-(3,4-dihydroxy-phenyl)-ethyl]-propionamide

Conditions
ConditionsYield
With triethylamine In chloroform; N,N-dimethyl-formamide for 2h; Ambient temperature;97%
cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

dopamine hydrochloride
62-31-7

dopamine hydrochloride

N-oleoyldopamine
105955-11-1

N-oleoyldopamine

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In tetrahydrofuran Ambient temperature;97%
Stage #1: cis-Octadecenoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h;
Stage #2: dopamine hydrochloride In dichloromethane for 12h;
58%
dopamine hydrochloride
62-31-7

dopamine hydrochloride

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

C26H53NO2Si3

C26H53NO2Si3

Conditions
ConditionsYield
With triethylamine In acetonitrile at 0 - 20℃; Inert atmosphere;97%
1-[(2-oxazepan-1-yl)carbonyl]azepan-2-one
19494-73-6

1-[(2-oxazepan-1-yl)carbonyl]azepan-2-one

dopamine hydrochloride
62-31-7

dopamine hydrochloride

N-(3,4-dihydroxyphenethyl)-2-oxoazepane-1-carboxamide

N-(3,4-dihydroxyphenethyl)-2-oxoazepane-1-carboxamide

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere;97%
cyclo-[2,6-{CH3N(CH2CH2)2NCH2}2C6H3]2Sb2O2

cyclo-[2,6-{CH3N(CH2CH2)2NCH2}2C6H3]2Sb2O2

dopamine hydrochloride
62-31-7

dopamine hydrochloride

[2,6-{CH3N(CH2CH2)2NCH2}2C6H3Sb(1,2-O2-C6H3-4-(CH2)2NH3)]Cl

[2,6-{CH3N(CH2CH2)2NCH2}2C6H3Sb(1,2-O2-C6H3-4-(CH2)2NH3)]Cl

Conditions
ConditionsYield
In ethanol at 20℃; for 24h;96%
ethylenediaminetetraacetic dianhydride
23911-25-3

ethylenediaminetetraacetic dianhydride

dopamine hydrochloride
62-31-7

dopamine hydrochloride

C26H34N4O10
1357356-94-5

C26H34N4O10

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 70℃; for 18h; Inert atmosphere;95%
linoleic acid
60-33-3

linoleic acid

dopamine hydrochloride
62-31-7

dopamine hydrochloride

(Z,Z)-N-[2-(3,4-dihydroxyphenyl)ethyl]-octadeca-9,12-dienamide
105955-12-2

(Z,Z)-N-[2-(3,4-dihydroxyphenyl)ethyl]-octadeca-9,12-dienamide

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In tetrahydrofuran Ambient temperature;94%
terephthalic acid
100-21-0

terephthalic acid

dopamine hydrochloride
62-31-7

dopamine hydrochloride

N1,N4-bis(3,4-dihydroxyphenethyl)terephthalamide

N1,N4-bis(3,4-dihydroxyphenethyl)terephthalamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;94%
dopamine hydrochloride
62-31-7

dopamine hydrochloride

C8H7NO2

C8H7NO2

Conditions
ConditionsYield
With sodium hydrogencarbonate; potassium hexacyanoferrate(III) In water at 20 - 68℃; for 2h; Inert atmosphere;93.6%
D-Glyceraldehyde
453-17-8

D-Glyceraldehyde

dopamine hydrochloride
62-31-7

dopamine hydrochloride

(1'S)-1-(1',2'-dihydroxyethyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline
259183-94-3

(1'S)-1-(1',2'-dihydroxyethyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
In methanol Heating;93%
In methanol 1) RT, overnight, 2) reflux, 2 d;93%
C32H47NO7

C32H47NO7

dopamine hydrochloride
62-31-7

dopamine hydrochloride

C56H74N4O10

C56H74N4O10

Conditions
ConditionsYield
Stage #1: C32H47NO7 With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.05h;
Stage #2: dopamine hydrochloride In N,N-dimethyl-formamide at 20℃; for 72h;
93%
D-Glucose
2280-44-6

D-Glucose

dopamine hydrochloride
62-31-7

dopamine hydrochloride

6,7-dihydroxy-1-(D-gluco-pentitol-1'-yl)-1,2,3,4-tetrahydroisoquinoline hydrochloride
87943-10-0, 87984-48-3

6,7-dihydroxy-1-(D-gluco-pentitol-1'-yl)-1,2,3,4-tetrahydroisoquinoline hydrochloride

Conditions
ConditionsYield
In water for 48h; Heating;92%
D-glucose
50-99-7

D-glucose

dopamine hydrochloride
62-31-7

dopamine hydrochloride

6,7-dihydroxy-1-(D-gluco-pentitol-1'-yl)-1,2,3,4-tetrahydroisoquinoline hydrochloride
87943-10-0, 87984-48-3

6,7-dihydroxy-1-(D-gluco-pentitol-1'-yl)-1,2,3,4-tetrahydroisoquinoline hydrochloride

Conditions
ConditionsYield
In water for 48h; Heating;92%

62-31-7Relevant articles and documents

Method for efficiently preparing 5,6-dihydroxyindole (by machine translation)

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Paragraph 0031-0035, (2020/04/29)

The preparation method 5,6 - of the compound,dihydroxyindole comprises the following steps :(1): dissolving 3,4 - dialkoxybenzylethylamine and a catalyst in an organic solvent, in an organic solvent, carrying out reflux reaction, in the heated stirring state ;(2) and then further purifying to obtain (1)-hydroxyindole solid powder, which is suitable for industrial production, and has a high, product purity, stability, and easy long-term storage after the operation steps, are short ;(3) reaction steps, through an oxidation reaction, and then further purifying the intermediate compound I, and then purifying the compound I by the oxidizing agent, and then purifying the intermediate compound. I by using a, reducing agent, and then, purifying the intermediate compound I by the, oxidation reaction step 5,6 - and further, purifying the obtained dopamine white solid, powder . by oxidation reaction . The method comprises the following steps. (by machine translation)

Preparation method of dopamine hydrochloride

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, (2020/11/26)

The invention provides a method which comprises the following steps: taking veratraldehyde as a starting raw material, firstly carrying out condensation reaction with nitromethane to generate 3, 4-dimethoxy-beta-nitrostyrolene, carrying out catalytic reduction to obtain 3, 4-dimethoxy phenylethylamine, carrying out reaction with hydrobromic acid to remove methoxy, and finally salifying with hydrochloric acid to obtain dopamine hydrochloride. The preparation method has the advantages of cheap and easily available initial raw materials, simple process, no high-temperature and high-pressure steps, low cost, high purity and high yield, and is suitable for industrial production.

Palladium-catalyzed cyanomethylation of aryl halides through domino Suzuki coupling-isoxazole fragmentation

Velcicky, Juraj,Soicke, Arne,Steiner, Roland,Schmalz, Hans-Guenther

supporting information; experimental part, p. 6948 - 6951 (2011/06/19)

A one-pot protocol for the cyanomethylation of aryl halides through a palladium-catalyzed reaction with isoxazole-4-boronic acid pinacol ester was developed. Mechanistically, the reaction proceeds through (1) Suzuki coupling, (2) base-induced fragmentation, and (3) deformylation as shown by characterization of all postulated intermediates. Under optimized conditions (PdCl2dppf, KF, DMSO/H2O, 130 °C) a broad spectrum of aryl bromides could be converted into arylacetonitriles with up to 88% yield.

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