Ethoheptazine

Title: Ethoheptazine
CAS Registry Number: 77-15-6
CAS Name: Hexahydro-1-methyl-4-phenyl-1H-azepine-4-carboxylic acid ethyl ester
Additional Names: 4-carbethoxy-1-methyl-4-phenylhexamethylenimine; 4-carbethoxy-1-methyl-4-phenylazacycloheptane; ethyl heptazine
Manufacturers' Codes: Wy-401
Molecular Formula: C16H23NO2
Molecular Weight: 261.36
Percent Composition: C 73.53%, H 8.87%, N 5.36%, O 12.24%
Literature References: Prepd in several steps from 2-phenyl-4-dimethylaminobutyronitrile as a starting material, the final step being the hydrolysis and esterification of 1-methyl-4-phenyl-4-cyanoazacycloheptane: Diamond et al., J. Org. Chem. 22, 399 (1957); Diamond, Bruce, US 2666050 (1954 to Am. Home Prod.).
Properties: Liquid. d426 1.038. bp1 133-134°; bp0.5 127-129°; bp0.3 128-130°. nD26 1.5210; nD28 1.5220.
Boiling point: bp1 133-134°; bp0.5 127-129°; bp0.3 128-130°
Index of refraction: nD26 1.5210; nD28 1.5220
Density: d426 1.038
Derivative Type: Hydrochloride
Molecular Formula: C16H23NO2.HCl
Molecular Weight: 297.82
Percent Composition: C 64.53%, H 8.12%, N 4.70%, O 10.74%, Cl 11.90%
Properties: Recrystallized from ethyl acetate + ether, mp 151-153°.
Melting point: mp 151-153°
Derivative Type: Citrate
CAS Registry Number: 6700-56-7
Trademarks: Zactane (Wyeth)
Molecular Formula: C16H23NO2.C6H8O7
Molecular Weight: 453.48
Percent Composition: C 58.27%, H 6.89%, N 3.09%, O 31.75%
Derivative Type: Methobromide
Molecular Formula: C16H23NO2.CH3Br
Molecular Weight: 356.30
Percent Composition: C 57.31%, H 7.36%, N 3.93%, O 8.98%, Br 22.43%
Properties: Crystals from ether, mp 215-217°.
Melting point: mp 215-217°
Therap-Cat: Analgesic.
Keywords: Analgesic (Narcotic).
Ethohexadiol Ethopabate Ethopropazine Ethosuximide Ethoxazene

Ethoheptazine
Ethoheptazine.png
Systematic (IUPAC) name
Ethyl 1-methyl-4-phenylazepane-4-carboxylate
Clinical data
Legal status Schedule V (US)
Routes Oral
Identifiers
CAS number 77-15-6 N
ATC code None
PubChem CID 6469
ChemSpider 6225 YesY
UNII 3A4G3A848U YesY
ChEMBL CHEMBL170797 N
Synonyms Zactane
Chemical data
Formula C16H23NO2 
Mol. mass 261.36 g/mol
 N (what is this?)  (verify)

Ethoheptazine[1] (trade name Zactane) is an opioid analgesic from the phenazepine family. It was invented in the 1950s[2] and is related to other drugs such as proheptazine.[3]

Ethoheptazine produces similar effects to other opioids, including analgesia, sedation, dizziness and nausea.[4] It was sold by itself as Zactane, and is still available as a combination product with acetylsalicylic acid and meprobamate as Equagesic, which is used for the treatment of conditions where both pain and anxiety are present.[5] Its no longer sold in the United States however ever may be sold again if the law is changed to remove the drug of the CSD.