AD-1211

Details

Stereochemistry	RACEMIC
Molecular Formula	C23H30N2O
Molecular Weight	350.4971
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

SMILES

CC(C)=CCN1CCN(CC1)C(CC2=CC=CC(O)=C2)C3=CC=CC=C3

InChI

InChIKey=WLHCNEPBQJOHKW-UHFFFAOYSA-N

InChI=1S/C23H30N2O/c1-19(2)11-12-24-13-15-25(16-14-24)23(21-8-4-3-5-9-21)18-20-7-6-10-22(26)17-20/h3-11,17,23,26H,12-16,18H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C23H30N2O
Molecular Weight	350.4971
Charge	0
Count	MOL RATIO 1 MOL RATIO (average)

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Approval Year

Substance Class	Chemical
Record UNII	7YT87DVF55
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1-(3-METHYL-2-BUTENYL)-4-((1R)-1-PHENYL-2-(3-HYDROXYPHENYL)ETHYL)PIPERAZINE

Preferred Name

English

AD-1211

Common Name

English

PHENOL, 3-(2-(4-(3-METHYL-2-BUTENYL)-1-PIPERAZINYL)-2-PHENYLETHYL)-, (±)-

Systematic Name

English

PHENOL, 3-(2-(4-(3-METHYL-2-BUTEN-1-YL)-1-PIPERAZINYL)-2-PHENYLETHYL)-

Systematic Name

English

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Code System

Code

Type

Description

CAS

83374-58-7

PRIMARY

FDA UNII

7YT87DVF55

PRIMARY

PUBCHEM

173526

PRIMARY

WIKIPEDIA

AD-1211

PRIMARY

AD-1211 is an opioid analgesic drug invented in the 1970s by Dainippon Pharmaceutical Co. It is chemically a 1-substituted-4-prenyl-piperazine derivative, which is structurally unrelated to most other opioid drugs. The (S) enantiomers in this series are more active as opioid agonists, but the less active (R) enantiomer of this compound, AD-1211, is a mixed agonistantagonist at opioid receptors with a similar pharmacological profile to pentazocine, and has atypical opioid effects with little development of tolerance or dependence seen after extended administration in animal studies.

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