53-21-4 Usage
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.
Check Digit Verification of cas no
The CAS Registry Mumber 53-21-4 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 3 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 53-21:
(4*5)+(3*3)+(2*2)+(1*1)=34
34 % 10 = 4
So 53-21-4 is a valid CAS Registry Number.
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
53-21-4Relevant articles and documents
Asymmetric synthesis of the tropane alkaloid (+)-pseudococaine via ring-closing iodoamination
Brock, E. Anne,Davies, Stephen G.,Lee, James A.,Roberts, Paul M.,Thomson, James E.
supporting information; experimental part, p. 4278 - 4281 (2012/09/22)
Ring-closing iodoamination of tert-butyl 2-hydroxy-7-[N-methyl-N-(α- methyl-p-methoxybenzyl)amino]cyclohept-3-ene-1-carboxylates proceeds with concomitant loss of the N-α-methyl-p-methoxybenzyl group to give the corresponding 8-azabicyclo[3.2.1]octane sca
This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.