58-25-3 Usage
Description
Chlordiazepoxide is a benzodiazepine derivative that belongs to the class of depressants. It is characterized by the presence of a chloro group at position 7, a phenyl group at position 5, and a methylamino group at position 2. Chlordiazepoxide is a pale yellow solid and is known for its anxiolytic properties, making it a prototype of benzodiazepine anxiolytics.
Uses
1. Used in Pharmaceutical Industry:
Chlordiazepoxide is used as an anxiolytic (anti-anxiety agent) for the treatment of anxiety disorders. It helps in alleviating symptoms of anxiety by enhancing the effects of a neurotransmitter called gamma-aminobutyric acid (GABA) in the brain, which results in a calming effect.
2. Used as a Controlled Substance:
Chlordiazepoxide is classified as a controlled substance due to its potential for dependence and abuse. It is prescribed under strict medical supervision to ensure that patients receive the appropriate dosage and duration of treatment to minimize the risk of addiction.
3. Used in Research and Development:
Chlordiazepoxide serves as a prototype for the development of new benzodiazepine anxiolytics. Researchers use its chemical structure and properties as a basis for designing and synthesizing novel compounds with improved efficacy, safety, and reduced potential for abuse.
Therapeutic Function
Tranquilizer
Synthesis Reference(s)
The Journal of Organic Chemistry, 26, p. 1111, 1961 DOI: 10.1021/jo01063a034
Hazard
Anticonvulsant, sedative, and amnesic
properties.
Metabolism
Chlordiazepoxide is well absorbed after oral administration, and peak blood concentration usually is reached in
approximately 4 hours. Intramuscular absorption of chlordiazepoxide, however, is slower and erratic. The half-life of
chlordiazepoxide is variable but usually quite long (6–30 hours). The initial N-demethylation product,
N-desmethylchloridiazepoxide, undergoes deamination to form the demoxepam, which is extensively
metabolized, and less than 1% of a dose of chlordiazepoxide is excreted as demoxepam. Demoxepam can undergo
four different metabolic fates. Removal of the N-oxide moiety yields the active metabolite, N-desmethyldiazepam
(desoxydemoxepam). This product is a metabolite of both chlordiazepoxide and diazepam and can be hydroxylated
to yield oxazepam, another active metabolite that is rapidly glucuronidated and excreted in the urine. Another possibility for metabolism of demoxepam is hydrolysis to the “opened lactam,”
which is inactive. The two other metabolites of demoxepam are the products of ring A hydroxylation
(9-hydroxydemoxepam) or ring C hydroxylation (4′-hydroxydemoxepam), both of which are inactive.
Check Digit Verification of cas no
The CAS Registry Mumber 58-25-3 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 8 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 58-25:
(4*5)+(3*8)+(2*2)+(1*5)=53
53 % 10 = 3
So 58-25-3 is a valid CAS Registry Number.
InChI:InChI=1/C16H14ClN3O/c1-18-15-10-20(21)16(11-5-3-2-4-6-11)13-9-12(17)7-8-14(13)19-15/h2-9,21H,10H2,1H3/p+1
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