Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C22H27NO |
Molecular Weight | 321.4559 |
Optical Activity | ( - ) |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@H]1[C@H]2CC3=CC=C(O)C=C3[C@]1(C)CCN2CCC4=CC=CC=C4
InChI
InChIKey=ZQHYKVKNPWDQSL-KNXBSLHKSA-N
InChI=1S/C22H27NO/c1-16-21-14-18-8-9-19(24)15-20(18)22(16,2)11-13-23(21)12-10-17-6-4-3-5-7-17/h3-9,15-16,21,24H,10-14H2,1-2H3/t16-,21+,22+/m0/s1
Molecular Formula | C22H27NO |
Molecular Weight | 321.4559 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
(-)-Phenazocine is an opioid analgesic drug, which is related to pentazocine and has a similar profile of effects. (-)-Phenazocine is a potent mu opioid receptor agonist. In addition, (−)-phenazocine is also known to bind to δ opioid receptors (DOR) and κ opioid receptors (KOR). Regarding their analgesic potency, (−)-phenazocine was twenty times more potent than morphine in the hot plate test and sixty times more potent than its dextro enantiomer when it was subcutaneously (s.c.) administered
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Oral pentazocine and phenazocine: a comparison in postoperative pain. | 1971 May |
|
MS-377, a selective sigma receptor ligand, indirectly blocks the action of PCP in the N-methyl-D-aspartate receptor ion-channel complex in primary cultured rat neuronal cells. | 2002 Feb 22 |
|
Generation and phenotypic analysis of sigma receptor type I (sigma 1) knockout mice. | 2003 Oct |
|
Sigma-1 receptors bind cholesterol and remodel lipid rafts in breast cancer cell lines. | 2007 Dec 1 |
|
Involvement of the sigma1 receptor in inhibiting activity of fluvoxamine on marble-burying behavior: comparison with paroxetine. | 2007 Jun 1 |
|
The C-terminal amidated analogue of the substance P (SP) fragment SP(1-7) attenuates the expression of naloxone-precipitated withdrawal in morphine dependent rats. | 2009 Dec |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 07:56:19 GMT 2023
by
admin
on
Sat Dec 16 07:56:19 GMT 2023
|
Record UNII |
7UZW80C91Q
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
443405
Created by
admin on Sat Dec 16 07:56:19 GMT 2023 , Edited by admin on Sat Dec 16 07:56:19 GMT 2023
|
PRIMARY | |||
|
7UZW80C91Q
Created by
admin on Sat Dec 16 07:56:19 GMT 2023 , Edited by admin on Sat Dec 16 07:56:19 GMT 2023
|
PRIMARY | |||
|
DTXSID30110040
Created by
admin on Sat Dec 16 07:56:19 GMT 2023 , Edited by admin on Sat Dec 16 07:56:19 GMT 2023
|
PRIMARY | |||
|
m8602
Created by
admin on Sat Dec 16 07:56:19 GMT 2023 , Edited by admin on Sat Dec 16 07:56:19 GMT 2023
|
PRIMARY | Merck Index | ||
|
58640-87-2
Created by
admin on Sat Dec 16 07:56:19 GMT 2023 , Edited by admin on Sat Dec 16 07:56:19 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
ENANTIOMER -> ENANTIOMER |
|
||
|
RACEMATE -> ENANTIOMER |
|