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Cocaine hydrochloride

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Name

Cocaine hydrochloride

EINECS 200-167-1
CAS No. 53-21-4 Density N/A
PSA 55.84000 LogP 2.60760
Solubility N/A Melting Point 200-202 °C
Formula C17H22ClNO4 Boiling Point 423.9 °C at 760 mmHg
Molecular Weight 339.819 Flash Point 210.2 °C
Transport Information N/A Appearance white solid
Safety 7-16-36/37-45-22-53 Risk Codes 60-25-43
Molecular Structure Molecular Structure of 53-21-4 (COCAINE HYDROCHLORIDE) Hazard Symbols ToxicT
Synonyms

1aH,5aH-Tropane-2b-carboxylic acid, 3b-hydroxy-, methyl ester, benzoate (ester),hydrochloride (8CI);8-Azabicyclo[3.2.1]octane-2-carboxylic acid,3-(benzoyloxy)-8-methyl-, methyl ester, hydrochloride, (1R,2R,3S,5S)- (9CI);8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(benzoyloxy)-8-methyl-, methylester, hydrochloride, [1R-(exo,exo)]-;(-)-Cocaine hydrochloride;Cocainechloride;Cocaine muriate;MCV 4526;NIH 8211;NSC25263;Sal de Merck;l-Cocaine hydrochloride;

Article Data 1

Cocaine hydrochloride Specification

The Cocaine hydrochloride, with the CAS registry number 53-21-4, is also known as (1R,2R,3S,5S)-3-(Benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester hydrochloride. It belongs to the product categories of Intermediates & Fine Chemicals; Pharmaceuticals. Its EINECS registry number is 200-167-1. This chemical's molecular formula is C17H22ClNO4 and molecular weight is 339.81388. Its IUPAC name is called methyl (1R,3S,4R,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylate hydrochloride. This chemical's classification codes are Anesthetic [topical]; Drug / Therapeutic Agent; Mutation data; Reproductive Effect; Skin / Eye Irritant. This chemical can inhibit the dopamine, norepinephrine, and serotonin transporters. Unlike amphetamines, it has no effect on catecholamine release. 

Physical properties of Cocaine hydrochloride: (1)ACD/LogP: 3.08; (2)ACD/LogD (pH 5.5): 0.13; (3)ACD/LogD (pH 7.4): 1.51; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 3.5; (6)ACD/KOC (pH 5.5): 1.28; (7)ACD/KOC (pH 7.4): 30.61; (8)#H bond acceptors: 5; (9)#Freely Rotating Bonds: 5; (10)Flash Point: 210.2 °C; (11)Enthalpy of Vaporization: 69.15 kJ/mol; (12)Boiling Point: 423.9 °C at 760 mmHg; (13)Vapour Pressure: 1.37E-07 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical that at low levels can cause damage to health. It is toxic if swallowed. Besides, it may cause sensitisation by skin contact and may impair fertility. You should keep it away from sources of ignition - No smoking. Whenever you willl contact it, please wear suitable protective clothing and gloves. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: Cl.O=C(O[C@H]1C[C@H]2N(C)[C@@H]([C@H]1C(=O)OC)CC2)c3ccccc3
(2)InChI: InChI=1/C17H21NO4.ClH/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11;/h3-7,12-15H,8-10H2,1-2H3;1H/t12-,13+,14-,15+;/m0./s1
(3)InChIKey: PIQVDUKEQYOJNR-VZXSFKIWBM

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intravenous 10mg/kg (10mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 35, Pg. 316, 1936.
dog LD50 intravenous 21mg/kg (21mg/kg) AUTONOMIC NERVOUS SYSTEM: SYMPATHOMIMETIC

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 235, Pg. 328, 1978.
guinea pig LD50 intravenous 14562ug/kg (14.562mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 388, 1948.
guinea pig LD50 subcutaneous 30mg/kg (30mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 388, 1948.
mammal (species unspecified) LD50 subcutaneous 125mg/kg (125mg/kg)   Ceska a Slovenska Farmacie. Vol. 44, Pg. 210, 1995.
mouse LD50 intraperitoneal 68mg/kg (68mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 189, Pg. 198, 1971.
mouse LD50 intravenous 15mg/kg (15mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 105, Pg. 221, 1956.
mouse LD50 oral 96mg/kg (96mg/kg)   Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 2, Pg. 279, 1970.
mouse LD50 subcutaneous 30mg/kg (30mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 181, 1958.
rabbit LD50 intratracheal 30mg/kg (30mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 132, Pg. 87, 1961.
rabbit LD50 intravenous 12mg/kg (12mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 388, 1948.
rabbit LD50 subcutaneous 78mg/kg (78mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 388, 1948.
rat LD50 intraperitoneal 78mg/kg (78mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 181, 1958.
rat LD50 intravenous 16380ug/kg (16.38mg/kg)   Pharmaceutical Archives. Vol. 11, Pg. 81, 1940.
rat LD50 subcutaneous 102mg/kg (102mg/kg)   Pharmaceutical Archives. Vol. 11, Pg. 81, 1940.