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Phenazocine

HCID 14707
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
127-35-5
Standard SMILES
CC1C2Cc3ccc(O)cc3C1(C)CCN2CCc1ccccc1
InChIKey
ZQHYKVKNPWDQSL-UHFFFAOYSA-N
Molecular formula
C22H27NO
Average molar mass
321.5 g/mol
Monoisotopic mass
321.20926449

Overview

Phenazocine is a DEA Schedule II controlled substance. Substances in the DEA Schedule II have a high potential for abuse which may lead to severe psychological or physical dependence. It is a Opiates substance.

Names & identifiers

Preferred name
Phenazocine
IUPAC
1,13-dimethyl-10-(2-phenylethyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol
English name
phenazocine
Molecular formula
C22H27NO
Molecular weight
321.46

Names & synonyms

PHENAZOCINEPhenethylazocineFenazocinaPhenobenzorphanPhenazocinum127-35-52,6-Methano-3-benzazocin-8-ol, 1,2,3,4,5,6-hexahydro-6,11-dimethyl-3-(2-phenylethyl)-IDS-NP-008DTXSID908607362'-Hydroxy-5,9-dimethyl-2-phenethyl-6,7-benzomorphanHydrobromide, PhenazocinePhenbenzorphan
Show more names
SKF-6574PrinadolZQHYKVKNPWDQSL-NKDCDXMNSA-N1,2,3,4,5,6-Hexahydro-6,11-diMethyl-3-phenethyl-2,6-Methano-3-benzazocin-8-ol1,2,3,4,5,6-Hexahydro-6,11-dimethyl-3-(2-phenylethyl)-2,6-methano-3-benzazocin-8-ol
J0ND6N0AQCCHEBI:8056RefChem:172642DTXCID20197320N02AD021,13-dimethyl-10-(2-phenylethyl)-10-azatricyclo(7.3.1.02,7)trideca-2(7),3,5-trien-4-ol204-835-3NIH 7519

Database identifiers

CAS
127-35-5、58073-76-0
PubChem CID

Properties

Computed structural propertiesFilling in

XLogP
3.8
Topological polar surface area
23.5 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
3
Heavy atoms
24
Formal charge
0
Complexity
432

Experimental & physicochemical properties

Drugs · 3 items

DEA NFLIS-Drug Category -> Narcotic Analgesics

DEA Schedule II Controlled Substance -> Opiates

Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

Human DrugsPharmaceuticals
Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point
181 °C · 181 °C
Boiling point
460.995 · 460.995±45.00 °C(Press: 760.00 Torr)(predicted)
Density
1.097 · 1.097±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
pka
8.5 · pKa 8.50(50% aq EtOH) (Uncertain)
FDA UNII
0 ND6N0AQC · J0ND6N0AQC
ATC code
2 AD02 · N02AD02
DEA Controlled Substances
9715 CSA · CSCN: 9715CSA SCH: Schedule IINARC: Yes

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Hazard information

Regulatory InformationDEA schedule II controlled substance

Safety data

DEA Controlled Substances
CSCN: 9715CSA SCH: Schedule IINARC: Yes

Chemistry & industry

Pharmacology

ATC Code · 2 items

N - Nervous system

QN - Nervous system

MeSH Pharmacological Classification · 2 items

Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS.

Agents that induce NARCOSIS. Narcotics include agents that cause somnolence or induced sleep (STUPOR); natural or synthetic derivatives of OPIUM or MORPHINE or any substance that has such effects. They are potent inducers of ANALGESIA and OPIOID-RELATED DISORDERS.

Uses & manufacturing

Use ClassificationPharmaceuticals
Applications · 1 item

UsesPhenazocine is an opioid analgesic drug related to Pentazocine (P274300) and has a similar profile of effects. The use of Phenazocine results in analgesia and euphoria and in some cases dysphoria and hallucinations at high doses, most likely due to action at κ-opioid and σ receptors. Phenazocine is a much more potent analgesic than morphine with about 4 times the potency and very little side effects making it a better treatment option for biliary or pancreatic pain. Controlled Substance.

Upstream & downstream products

Upstream raw materials

IodomethaneLithium Aluminum HydrideHydrogen bromideAcetic anhydride

Related reactions

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Compound notes

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14707
DTXSID
DTXSID90860736
ChEMBL
CHEMBL46399
EC Number
204-835-3
Nikkaji
J5.392I