CAS 62-31-7 Dopamine Hydrochloride (HCID 65340)

Overview

Dopamine hydrochloride is a catecholamine.

Names & identifiers

Preferred name: Dopamine Hydrochloride
IUPAC: 4-(2-aminoethyl)benzene-1,2-diol;hydrochloride
English name: Dopamine hydrochloride
Molecular formula: C8H12ClNO2
Molecular weight: 189.64

Names & synonyms

Dopamine hydrochloride62-31-7Dopamine HClCardiosterilInotropin1,2-Benzenediol, 4-(2-aminoethyl)-, hydrochlorideTensamin4-(2-Aminoethyl)pyrocatechol hydrochlorideASL-279DTXSID7020550NSC-169105Dopamini hydrochloridum

Show more names

3-HYDROXYTYRAMINE HYDROCHLORIDE2-benzenediol,4-(2-aminoethyl)-hydrochloride2-(3,4-DIHYDROXYPHENYL)ETHYLAMINE HYDROCHLORIDEintropinDopamin HclDopamine HCIdopaminechloride

7L3E358N9LDopamine hydrochloride in dextrose 5%Dopamine hydrochloride and dextrose 5%DTXCID50550Dopamine hydrochloride in dextrose 5% in plastic containerDopamine hydrochloride and dextrose 5% in plastic containerNSC173182Dopaminergic

Database identifiers

CAS: 62-31-7
PubChem CID: 65340
DTXSID: DTXSID7020550
ChEMBL: CHEMBL1557
ChEBI: CHEBI:4698
UNII: 7L3E358N9L
EC Number: 200-527-8

Properties

Computed structural properties

Topological polar surface area: 66.5 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 119

Experimental & physicochemical properties

Human Drugs · 3 items

FDA approved drugs -> Active ingredient

EMA approved medicines: Human medicine

FDA approved drugs -> Active ingredient

Physicochemical properties

Melting point: 248 · 248-250 °C(lit.)
Density: 1.4 g/cm3 · 1.4 g/cm3
Flash point: 11 ℃ · 11℃
storage temp.: 30 °C · Store below +30°C.
solubility: 20 mg/mL · alcohol: 20 mg/mL
form: Crystalline Powder
color: light tan
Water Solubility: soluble
Sensitive: Air & Light Sensitive
Merck: 14 · 14,8462
BRN: 3656720 · 3656720
Stability: Stable. Incompatible with strong oxidizing agents. Combustible.
Major Application: pharmaceutical (small molecule)
InChI: 1S/C8H11NO2.ClH/c9-4-3-6-1-2-7(10)8(11)5-6;/h1-2,5,10-11H,3-4,9H2;1H
InChIKey: CTENFNNZBMHDDG-UHFFFAOYSA-N
SMILES: Cl[H].NCCc1ccc(O)c(O)c1
CAS DataBase Reference: 62 · 62-31-7(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 7 L3E358N9L · 7L3E358N9L
EPA Substance Registry System: 1 · 1,2-Benzenediol, 4-(2-aminoethyl)-, hydrochloride (62-31-7)
UNSPSC Code: 41116107 · 41116107
NACRES: 77 · NA.77
Excreted unchanged in urine: Minimal
Biological half-life: 2 minutes · 2 minutes / -
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 301 · P301+P312+P330
Hazard Codes: Xi,N,Xn,T,F
Risk Statements: 36 · 36/37/38-50/53-22-39/23/24/25-23/24/25-11
Safety Statements: 26 · 26-36-61-45-36/37-16
RIDADR: 1230 · UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany: 2 · 2
RTECS: 1092000 · UX1092000
F: 8 · 8-10-23
Hazard Note: Irritant
TSCA: TSCA listed
HS Code: 29222900 · 29222900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 1 · Skin Sens. 1
Toxicity: 50 orally · LD50 orally in Rabbit: 2859 mg/kg

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (84.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P273, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationDopamine hydrochloride: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 1,2-Benzenediol, 4-(2-aminoethyl)-, hydrochloride: Environment tier I assessment

Hazard Classes and CategoriesAcute Tox. 4 (84.3%)

Toxicology

Drug Induced Liver Injury · 6 items

Drug Induced Liver Injury Rank (DILIrank 2.0)

Dopamine hydrochloride

vNo-DILI-concern

0

No match

DOI:10.1016/j.drudis.2016.02.015

Safety data

F: 8-10-23
wgk: 2
tsca: TSCA listed
rtecs: UX1092000
ridadr: UN1230 - class 3 - PG 2 - Methanol, solution
hs_code: 29222900
Toxicity: LD50 orally in Rabbit: 2859 mg/kg
risk_code: 36/37/38-50/53-22-39/23/24/25-23/24/25-11
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,N,Xn,T,F
hazard_note: Irritant
safety_code: 26-36-61-45-36/37-16
Storage Class: 11 - Combustible Solids
Hazard statements: H302
Hazard Classifications: Skin Sens. 1
Precautionary statements: P301+P312+P330

Chemistry & industry

Pharmacology

FDA Pharmacological Classification · 6 items

DOPAMINE HCI

Catecholamines [CS]; Catecholamine [EPC]

DOPAMINE HCI IN 5% DEXTROSE

Catecholamines [CS]; Catecholamine [EPC]

DOPAMINE HYDROCHLORIDE

Catecholamines [CS]; Catecholamine [EPC]

MeSH Pharmacological Classification · 3 items

Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE).

Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.

Any drugs that are used for their effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.

Uses & manufacturing

UsesUse (kg; approx.) in Germany (2009): >25

General Manufacturing Information1,2-Benzenediol, 4-(2-aminoethyl)-, hydrochloride (1:1): ACTIVE

Applications · 5 items

DescriptionDopamine (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.

UsesA 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.

UsesEndogenous catecholamine with α and β-adrenergic activity. Cardiotonic; antihypotensive.

Usesdopaminergic: 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.

General DescriptionDopamine Hydrochloride is the hydrochloride salt form of dopamine, a monoamine compound with positive inotropic activity. 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.

Preparation methods · 1 item

PreparationDopamine hydrochloride is produced through the ring-opening reaction of piperonyl ethylamine. Piperethylamine and phenol are added to a reaction vessel and cooled down. Hydrochloric acid is slowly added while heating up the mixture to 110°C, and refluxed for 12-44 hours until the reaction reaches completion. The solution is then slightly cooled and water is added, and the mixture is stirred well and allowed to separate into layers. The upper phenolic layer is then removed, and the aqueous layer is extracted with isopropyl acetate. The extracted aqueous layer is then evaporated under reduced pressure (8.0kPa) until dry. Half the amount of ethanol and hydrochloric acid are added to the dry residue and heated to dissolve. The solution is then cooled, crystallized, and filtered. The filter cake is washed with ethanol and dried to obtain the final product, with a yield of 74%.