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469-62-5

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Basic Information
CAS No.: 469-62-5
Name: PROPOXYPHENE
Article Data: 3
Molecular Structure:
Molecular Structure of 469-62-5 (PROPOXYPHENE)
Formula: C22H29 N O2
Molecular Weight: 339.478
Synonyms: 2-Butanol,4-(dimethylamino)-3-methyl-1,2-diphenyl-, propionate (ester), (2S,3R)- (8CI);Benzeneethanol, a-[(1R)-2-(dimethylamino)-1-methylethyl]-a-phenyl-, propanoate (ester), (aS)- (9CI); Benzeneethanol, a-[2-(dimethylamino)-1-methylethyl]-a-phenyl-, propanoate (ester),[S-(R*,S*)]-; (+)-4-(Dimethylamino)-3-methyl-1,2-diphenyl-2-butanol propionate;(+)-Propoxyphene; Algafan; Depromic; Dextropropoxyphen; Dextropropoxyphene;Propoxyphene; d-Propoxyphene; a-(+)-4-(Dimethylamino)-1,2-diphenyl-3-methyl-2-butanol propionate; a-d-4-(Dimethylamino)-3-methyl-1,2-diphenyl-2-(propionyloxy)butane
EINECS: 207-420-5
Density: 1.038 g/cm3
Melting Point: 165±3ºC
Boiling Point: 444 °C at 760 mmHg
Flash Point: 130.6 °C
Appearance: white crystalline powder
Hazard Symbols: F,Xn,T
Risk Codes: 11-20/21/22-36-52/53-25
Safety: Poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. Human systemic effects by ingestion: change in cardiac rate, respiratory depression, and coma. When heated to decomposition it emits toxic fumes of NOx.
PSA: 29.54000
LogP: 4.27550
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Chemistry

Chemical Name: Propoxyphene
IUPAC NAME: [(2S,3R)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl] propanoate
CAS No.: 469-62-5
EINECS: 207-420-5
Molecular Formula: C22H29NO2
Molecular Weight: 339.47 g/mol
Density: 1.038 g/cm3 
Flash Point: 130.6 °C
Boiling Point: 444 °C at 760 mmHg
Following is the structure of Darvon (CAS No.:469-62-5):


The chemical synonymous of Darvon (CAS No.:469-62-5) are (+)-Propoxyphene ; Propoxyphene ; (+)-1,2-Diphenyl-2-propionoxy-3-methyl-4-dimethylaminobutane ; (+)-4-(Dimethylamino)-3-methyl-1,2-diphenyl-2-butanol propionate ; (+)-4-Dimethylamino-1,2-diphenyl-3-methyl-2-propionyloxybutane ; (+)-Propoxyphen ; (2s,3r)-(+)-4-(Dimethylamino)-3-methyl-1,2-diphenyl-2-butanol propionate(ester)

Toxicity Data With Reference

1.    

orl-hmn TDLo:650 mg/kg:PUL,CNS,CVS

    AMSVAZ    Acta Medica Scandinavica. 200 (1976),241.
2.    

orl-rat LD50:135 mg/kg

    AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 178 (1969),446.
3.    

ipr-rat LD50:50 mg/kg

    AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 178 (1969),446.
4.    

scu-rat LD50:79,100 µg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 24 (1974),600.
5.    

orl-mus LD50:270 mg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 24 (1974),600.
6.    

ipr-mus LD50:110 mg/kg

    AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 178 (1969),446.
7.    

scu-mus LD50:113 mg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 24 (1974),600.
8.    

ivn-mus LD50:25 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 134 (1961),154.

Safety Profile

Poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. Human systemic effects by ingestion: change in cardiac rate, respiratory depression, and coma. When heated to decomposition it emits toxic fumes of NOx.

Specification

 Darvon (CAS No.:469-62-5), a dextropropoxyphene made by Eli Lilly, which had been on the market for 25 years, came under heavy fire in 1978 by consumer groups that said it was associated with suicide.[citation needed] Darvon was never withdrawn from the market, but Lilly has waged a sweeping, and largely successful, campaign[citation needed] among doctors, pharmacists and Darvon users to defend the drug as safe when it is used in proper doses and not mixed with alcohol., manufactured by Eli Lilly and Company,It is used to treat mild pain and is additionally an anti-tussive and local anesthetic.It is sometimes combined with acetaminophen or acetylsalicylic acid. Trade-names include Darvocet-N and Di-Gesic Darvon with APAP for dextropropoxyphene and paracetamol and Darvon with ASA for dextropropoxyphene and aspirin.The paracetamol combination(s) are known as Capadex or Di-Gesic in Australia, Lentogesic in South Africa, and Di-Antalvic in France. The paracetamol preparation is known as co-proxamol in the UK, but has been withdrawn since 2007 and is no longer available to new patients.It is subject to some controversy: while many physicians prescribe it for a wide range of mildly to moderately painful symptoms as well as for treatment of diarrhea, many others refuse to prescribe it, citing limited effectiveness.In addition, the therapeutic index of dextroproxyphene is relatively small.Caution should be used when administering dextropropoxyphene, particularly with children and the elderly and with patients who may be pregnant or breast feeding[citation needed] ;  other reported problems include kidney, liver or respiratory disorders, and prolonged use. Attention should be paid to concomitant use with tranquilizers, antidepressants or excess alcohol.