Cocaine hydrochloride
- CAS No.
- 53-21-4
- Chemical Name:
- Cocaine hydrochloride
- Synonyms
- Cocaine HCl;8-Azabicyclo[3.2.1]octane-2-carboxylicacid, 3-(benzoyloxy)-8-Methyl-, Methyl ester, hydrochloride (1:1),(1R,2R,3S,5S)-;MCV 4526;NIH 8211;NSC 25263;(ester)hcl;saldemerck;Sal de Merc;cocainemuriate;cocainechloride
- CBNumber:
- CB1781450
- Molecular Formula:
- C17H21NO4.ClH
- Molecular Weight:
- 339.81
- MDL Number:
- MFCD00058119
- MOL File:
- 53-21-4.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 200-2020C |
|---|---|
| alpha | D -72° (c = 2 in aq soln pH 4.5) |
| Density | 1.34 g/cm³ |
| storage temp. | 2-8°C |
| solubility | Very soluble in water, freely soluble in alcohol, slightly soluble in methylene chloride. |
| form | Powder |
| pka | 8.61 |
| Water Solubility | Soluble to 100 mM in water |
| Major Application | pharmaceutical (small molecule) |
| InChI | 1S/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 |
| InChIKey | PIQVDUKEQYOJNR-VZXSFKIWSA-N |
| SMILES | Cl.COC(=O)[C@H]1[C@H](C[C@@H]2CC[C@H]1N2C)OC(=O)c3ccccc3 |
| CAS DataBase Reference | 53-21-4 |
| FDA UNII | XH8T8T6WZH |
| EPA Substance Registry System | 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(benzoyloxy)-8-methyl-, methyl ester, hydrochloride (1:1), (1R,2R,3S,5S)- (53-21-4) |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS08,GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H301-H360-H317 | |||||||||
| Precautionary statements | P264-P270-P301+P310-P321-P330-P405-P501-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501 | |||||||||
| target organs | Central nervous system | |||||||||
| Hazard Codes | T,F | |||||||||
| Risk Statements | 60-25-43-39/23/24/25-23/24/25-11 | |||||||||
| Safety Statements | 7-16-36/37-45-22-53 | |||||||||
| RIDADR | UN 1544 6.1/PG 3 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | YM3050000 | |||||||||
| HazardClass | 6.1(a) | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 2939710000 | |||||||||
| Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials |
|||||||||
| Hazard Classifications | Acute Tox. 2 Inhalation Acute Tox. 2 Oral Repr. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
Cocaine hydrochloride price More Price(15)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | C5776 | Cocaine hydrochloride | 53-21-4 | 1 g | $564 | 2026-04-30 | Buy |
| Sigma-Aldrich | PHR8848 | Cocaine hydrochloride certified reference material, pharmaceutical secondary standard | 53-21-4 | 500 mg | $514 | 2026-04-30 | Buy |
| Sigma-Aldrich | C5776 | Cocaine hydrochloride | 53-21-4 | 5 g | $1940 | 2026-04-30 | Buy |
| Sigma-Aldrich | C5776 | Cocaine hydrochloride | 53-21-4 | 10 g | $3390 | 2026-04-30 | Buy |
| Sigma-Aldrich | C1528 | Cocaine hydrochloride solution 1.0 mg/mL in methanol, analytical standard, for drug analysis | 53-21-4 | 1 mL | $78.4 | 2026-04-30 | Buy |
Cocaine hydrochloride Chemical Properties, Uses, Production
Characteristics
Cocaine hydrochloride (benzoylmethylecgonine hydrochloride)
occurs naturally as a white crystalline solid that is
highly soluble in water:
1. Used exclusively via topical application. Injection of
cocaine is contraindicated because of the ready availability
of more effective and much less toxic local anesthetics.
Cocaine is an ester local anesthetic.
2. Onset of topical anesthetic action is quite rapid, usually
occurring within 1 minute.
3. Duration of anesthetic action may be as long as 2 hours.
4. Absorbed rapidly but eliminated slowly (elimination
half-life 42 minutes).
5. Undergoes metabolism in the liver and plasma.
6. Unmetabolized cocaine may be found in the urine.
7. Cocaine is the only local anesthetic consistently demonstrated
to produce vasoconstriction, which develops as
a result of its ability to potentiate the actions of endogenous
epinephrine and norepinephrine. Addition of
vasoconstrictors to cocaine is therefore unnecessary and
is potentially dangerous, increasing the likelihood of
dysrhythmias, including ventricular fibrillation.
8. Classified as a Schedule II drug under the Controlled
Substances Act. Repeated use results in psychological
dependence and tolerance.
9. Overdose of cocaine is not uncommon following illicit
use, primarily because the drug is readily absorbed
from mucous membranes and its dosage is not carefully
monitored.
10. Clinical manifestations of mild overdose include
euphoria, excitement, restlessness, tremor, hypertension,
tachycardia, and tachypnea.
11. Clinical manifestations of acute cocaine overdose
include excitement, restlessness, confusion, tremor,
hypertension, tachycardia, tachypnea, nausea and vomiting,
abdominal pain, exophthalmos, and mydriasis;
these are followed by depression (CNS, cardiovascular,
respiratory) and death from respiratory arrest.
12. It is available in concentrations ranging from 1% to
10%.
13. It is recommended that the concentration of cocaine
should not exceed 4% for topical application to oral
mucous membranes.
14. Solutions of cocaine are unstable and deteriorate on
standing.
15. Because of the extreme abuse potential of cocaine, its use
as a topical anesthetic in dentistry is not recommended.
16. Cocaine is occasionally applied topically prior to surgical
procedures by otolaryngologists and ophthalmologists.
Description
Cocaine (hydrochloride) (Item No. 22165) is an analytical reference standard categorized as a tropane. Cocaine has a high potential for abuse and has been found in samples seized by law enforcement. Cocaine is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications.
Chemical Properties
White Solid
Uses
Inhibits the dopamine, norepinephrine, and serotonin transporters. Unlike amphetamines, it has no effect on catecholamine release. Controlled substance. Anesthetic (local)
Definition
ChEBI: The hydrochloride salt of cocaine. It is a local anesthetic and vasoconstrictor and is clinically used for that purpose, particularly in the eye, ear, nose, and throat. It also has powerful central nervous system effects similar to the amphetamines and is drug of abuse.
Biological Activity
Competitive inhibitor of monoamine neurotransmitter transporters. Inhibits dopamine (DAT), serotonin (SERT) and noradrenalin (NET) transporters with K i values are 267, 392 and 872 nM respectively. Psychostimulant.
References
[1] HEMBY S E. Cocainomics: new insights into the molecular basis of cocaine addiction.[J]. Journal of neuroimmune pharmacology: the official journal of the Society on NeuroImmune Pharmacology, 2010, 5 1: 70-82. DOI: 10.1007/s11481-009-9189-8
[2] TATIANE S. GROBéRIO . Discrimination and quantification of cocaine and adulterants in seized drug samples by infrared spectroscopy and PLSR[J]. Forensic science international, 2015, 257: Pages 297-306. DOI: 10.1016/j.forsciint.2015.09.012
Cocaine hydrochloride Preparation Products And Raw materials
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