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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H21NO2
Molecular Weight 259.3434
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TROPARIL

SMILES

COC(=O)[C@@H]1[C@H]2CC[C@@H](C[C@@H]1C3=CC=CC=C3)N2C

InChI

InChIKey=OMBOXYLBBHNWHL-YJNKXOJESA-N
InChI=1S/C16H21NO2/c1-17-12-8-9-14(17)15(16(18)19-2)13(10-12)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/t12-,13+,14+,15-/m0/s1

HIDE SMILES / InChI

Molecular Formula C16H21NO2
Molecular Weight 259.3434
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 11:23:38 UTC 2023
Edited
by admin
on Sat Dec 16 11:23:38 UTC 2023
Record UNII
AH3LC885W8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TROPARIL
Common Name English
8-AZABICYCLO(3.2.1)OCTANE-2-CARBOXYLIC ACID, 8-METHYL-3-PHENYL-, METHYL ESTER, (1R,2S,3S,5S)-
Systematic Name English
WIN-35065, 1R-(EXO,EXO)-
Code English
8-AZABICYCLO(3.2.1)OCTANE-2-CARBOXYLIC ACID, 8-METHYL-3-PHENYL-, METHYL ESTER, (1R-(EXO,EXO))-
Systematic Name English
WIN-35065-2
Code English
.BETA.-CPT
Common Name English
WIN 35,065-2
Code English
Classification Tree Code System Code
WIKIPEDIA Designer-drugs-Troparil
Created by admin on Sat Dec 16 11:23:38 UTC 2023 , Edited by admin on Sat Dec 16 11:23:38 UTC 2023
Code System Code Type Description
PUBCHEM
170832
Created by admin on Sat Dec 16 11:23:38 UTC 2023 , Edited by admin on Sat Dec 16 11:23:38 UTC 2023
PRIMARY
SMS_ID
300000042748
Created by admin on Sat Dec 16 11:23:38 UTC 2023 , Edited by admin on Sat Dec 16 11:23:38 UTC 2023
PRIMARY
CAS
50372-80-0
Created by admin on Sat Dec 16 11:23:38 UTC 2023 , Edited by admin on Sat Dec 16 11:23:38 UTC 2023
PRIMARY
FDA UNII
AH3LC885W8
Created by admin on Sat Dec 16 11:23:38 UTC 2023 , Edited by admin on Sat Dec 16 11:23:38 UTC 2023
PRIMARY
EPA CompTox
DTXSID30964641
Created by admin on Sat Dec 16 11:23:38 UTC 2023 , Edited by admin on Sat Dec 16 11:23:38 UTC 2023
PRIMARY
WIKIPEDIA
TROPARIL
Created by admin on Sat Dec 16 11:23:38 UTC 2023 , Edited by admin on Sat Dec 16 11:23:38 UTC 2023
PRIMARY Troparil (also known as (?)-2.beta.-Carbomethoxy-3.beta.-phenyltropane, WIN 35,065-2, or .Beta.-CPT) is a stimulant drug used in scientific research. Troparil is a phenyltropane-based dopamine reuptake inhibitor (DRI) that is derived from methylecgonidine. Troparil is a few times more potent than cocaine as a dopamine reuptake inhibitor, but is less potent as a serotonin reuptake inhibitor, and has a duration spanning a few times longer, since the phenyl ring is directly connected to the tropane ring through a non-hydrolyzable carbon-carbon bond. The lack of an ester linkage removes the local anesthetic action from the drug, so troparil is a pure stimulant. This change in activity also makes troparil slightly less cardiotoxic than cocaine.
Related Record Type Details
RACEMATE -> ENANTIOMER
Related Record Type Details
ACTIVE MOIETY