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1639-60-7

Basic Information
CAS No.: 1639-60-7
Name: PROPOXYPHENE HYDROCHLORIDE
Molecular Structure:
Molecular Structure of 1639-60-7 (PROPOXYPHENE HYDROCHLORIDE)
Formula: C22H30ClNO2
Molecular Weight: 375.939
Synonyms: 2-Butanol,4-(dimethylamino)-3-methyl-1,2-diphenyl-, propinate (ester), hydrochloride (+)-(7CI);2-Butanol, 4-(dimethylamino)-3-methyl-1,2-diphenyl-, propionate (ester),hydrochloride, (2S,3R)-(+)- (8CI);Benzeneethanol, a-[(1R)-2-(dimethylamino)-1-methylethyl]-a-phenyl-, propanoate (ester),hydrochloride, (aS)-(9CI);Benzeneethanol, a-[2-(dimethylamino)-1-methylethyl]-a-phenyl-, propanoate (ester), hydrochloride,[S-(R*,S*)]-;(+)-Propoxyphene hydrochloride;Algaphan;Antalvic;Darvon;Darvon hydrochloride;Deprancol;Develin;Dextropropoxyphene hydrochloride;Dolene;Dolocap;Doloxen;Doloxene;Erantin;Femadol;Harmar;Propoxychel;Propoxyphen hydrochloride;Propoxyphene hydrochloride;Proxagesic;SK 65;d-4-Dimethylamino-3-methyl-1,2-diphenyl-2-butanol propionate hydrochloride;d-Propoxyphene hydrochloride;d-Propoxyphene monohydrochloride;a-(+)-Propoxyphene hydrochloride;a-Propoxyphene hydrochloride;a-d-Propoxyphene hydrochloride;
EINECS: 216-683-5
Melting Point: 165-1670C
Boiling Point: 444 °C at 760 mmHg
Flash Point: 130.6 °C
Solubility: 3.7mg/L(25 oC)
Appearance: White solid
Hazard Symbols: F,T
Risk Codes: 11-23/24/25-39/23/24/25
Safety: 16-36/37-45
Transport Information: UN 3249
PSA: 29.54000
LogP: 5.07750
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Chemistry

The MF of d-PROPOXYPHENE HYDROCHLORIDE(1639-60-7): C22H30ClNO2
The MW of d-PROPOXYPHENE HYDROCHLORIDE(1639-60-7): 375.93
The Structure:
EINECS: 216-683-5
Synonyms: DARVON;DEXTROPROPOXYPHENE HYDROCHLORIDE;PROPOXYPHENE HYDROCHLORIDE;(+)-hlorid;algaphan;alpha-(+)-propoxyphenehydrochloride;(+)-1,2-diphenyl-2-propionoxy-3-methyl-4-dimethylaminobutanehydrochloride;alpha-[2-(dimethylamino)-1-methylethyl]-alpha-phenyl-benzeneethanopropano

Uses

d-PROPOXYPHENE HYDROCHLORIDE(1639-60-7) is a synthetic, nonantipyritic, orally effective analgesic, with similar pharmacological activity and effects to codeine.
 d-PROPOXYPHENE HYDROCHLORIDE(1639-60-7) is  not a narcotic but can be substituted for codeine, and is useful in any condition associated with pain. Chemically, this analgesic is not analogous to codeine or to morphine.
d-PROPOXYPHENE HYDROCHLORIDE(1639-60-7) is a stronger analgesic than aspirin but has no antipyretic effects. It is sometimes taken in combination with aspirin and acetaminophen. It has widespread use for dental pain since aspirin is relatively ineffective, but it is not useful for deep pant.

Production

The manufacture of d-PROPOXYPHENE HYDROCHLORIDE(1639-60-7) starts with relatively simplechemicals,but consists of many steps∶
1.Formation of a ketone from propiophenone and paraformaldehyde
2.Coupling the ketone with benzyl chloride, using the Grignard reaction (and decomposition)
3.Resolution of the optical isomers by the use of d-camphorsulfonic acid in acetone
4.Splitting off the d-camphorsulfontc acid by using ammonium hydroxide and conversion of the desired α-dextro isomer to the hydrochloride; only the dextro isomer is active as an analgesic
5.Esterification of the α-dextro isomer with proptoric anhydride
6.Isolation
7.Filtration
8.Drylng

Toxicity Data With Reference

1.   

orl-wmn TDLo:650 µg/kg:GIT,LIV,SYS

   GUTTAK    Gut. 27 (1986),444.
2.   

orl-man TDLo:11 mg/kg:CNS,PUL

   AIMDAP    Archives of Internal Medicine. 129 (1972),62.
3.   

orl-man LDLo:15 mg/kg:PUL

   JFSCAS    Journal of Forensic Sciences. 19 (1974),72.
4.   

orl-wmn LDLo:15 mg/kg:CNS,PUL

   JFSCAS    Journal of Forensic Sciences. 19 (1974),72.
5.   

orl-wmn LDLo:39 mg/kg:CNS,PUL

   AIMDAP    Archives of Internal Medicine. 129 (1972),62.
6.   

orl-chd TDLo:27 mg/kg:PUL,CNS

   JOPDAB    Journal of Pediatrics. 63 (1963),158.
7.   

orl-chd LDLo:70 mg/kg

   JOPDAB    Journal of Pediatrics. 63 (1963),158.
8.   

orl-rat LD50:84 mg/kg

   JPETAB    Journal of Pharmacology and Experimental Therapeutics. 134 (1961),332.
9.   

ipr-rat LD50:58 mg/kg

   TXAPA9    Toxicology and Applied Pharmacology. 19 (1971),445.
10.   

scu-rat LD50:134 mg/kg

   TXAPA9    Toxicology and Applied Pharmacology. 19 (1971),445.
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Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

A human poison by ingestion. An experimental poison by ingestion, intraperitoneal, subcutaneous, intravenous, and intramuscular routes. Human systemic effects by ingestion: anorexia, ataxia, chronic pulmonary edema, cyanosis, increased body temperature, jaundice, nausea or vomiting, sleep disturbance. Experimental teratogenic and reproductive effects. When heated to decomposition it emits very toxic fumes of HCl and NOx. See also PROPOXYPHENE.