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Details

Stereochemistry ABSOLUTE
Molecular Formula C36H47N5O4
Molecular Weight 613.7895
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of INDINAVIR, THREO-

SMILES

CC(C)(C)NC(=O)[C@@H]1CN(CC2=CN=CC=C2)CCN1C[C@H](O)C[C@@H](CC3=CC=CC=C3)C(=O)N[C@@H]4[C@H](O)CC5=C4C=CC=C5

InChI

InChIKey=CBVCZFGXHXORBI-UVMOQAHJSA-N
InChI=1S/C36H47N5O4/c1-36(2,3)39-35(45)31-24-40(22-26-12-9-15-37-21-26)16-17-41(31)23-29(42)19-28(18-25-10-5-4-6-11-25)34(44)38-33-30-14-8-7-13-27(30)20-32(33)43/h4-15,21,28-29,31-33,42-43H,16-20,22-24H2,1-3H3,(H,38,44)(H,39,45)/t28-,29-,31+,32-,33+/m1/s1

HIDE SMILES / InChI
Threo-indinavir is an epimer of indinavir, which is the primary active antiretroviral ingredient in the HIV treatment Crixivan.

Originator

Curator's Comment: # Merck & Co

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Evaluation of an International Pharmacopoeia method for the analysis of indinavir sulfate by liquid chromatography.
2006 Sep 11
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
INDINAVIR, THREO-
Common Name English
(2S)-1-((2R,4R)-4-BENZYL-2-HYDROXY-5-(((1S,2R)-2-HYDROXY-2,3-DIHYDRO-1H-INDEN-1-YL)AMINO)-5-OXOPENTYL)-N-(1,1-DIMETHYLETHYL)-4-(PYRIDIN-3-YLMETHYL)PIPERAZINE-2-CARBOXAMIDE
Common Name English
L-THREO-PENTONAMIDE, 2,3,5-TRIDEOXY-N-((1S,2R)-2,3-DIHYDRO-2-HYDROXY-1H-INDEN-1-YL)-5-((2S)-2-(((1,1-DIMETHYLETHYL)AMINO)CARBONYL)-4-(3-PYRIDINYLMETHYL)-1-PIPERAZINYL)-2-(PHENYLMETHYL)-
Common Name English
INDINAVIR SULFATE IMPURITY C [EP IMPURITY]
Common Name English
(S)-1-((2R,4R)-4-BENZYL-2-HYDROXY-5-((1S,2R)-2-HYDROXYINDAN-1-YLAMINO)-5-OXOPENTYL)-N-TERT-BUTYL-4-(PYRIDIN-3-YLMETHYL)PIPERAZINE-2-CARBOXAMIDE
Common Name English
INDINAVIR SULFATE IMPURITY, THREO-INDINAVIR- [USP IMPURITY]
Common Name English
THREO-INDINAVIR
Common Name English
Code System Code Type Description
PUBCHEM
15297462
Created by admin on Sat Dec 16 08:50:06 GMT 2023 , Edited by admin on Sat Dec 16 08:50:06 GMT 2023
PRIMARY
CAS
360558-79-8
Created by admin on Sat Dec 16 08:50:06 GMT 2023 , Edited by admin on Sat Dec 16 08:50:06 GMT 2023
PRIMARY
FDA UNII
AUG7A0JP5E
Created by admin on Sat Dec 16 08:50:06 GMT 2023 , Edited by admin on Sat Dec 16 08:50:06 GMT 2023
PRIMARY