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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=CC=CN=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
Molecular Formula C36H47N5O4
Molecular Weight 613.7895
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

Originator

Merck
238
Curator's Comment: # Merck & Co

Approval Year

Unknown
149124
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Evaluation of an International Pharmacopoeia method for the analysis of indinavir sulfate by liquid chromatography.
2006-09-11
Patents

Patents

US7202092
1

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:19:58 GMT 2025
Edited
by admin
on Mon Mar 31 22:19:58 GMT 2025
Record UNII
AUG7A0JP5E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
(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
Preferred Name English
INDINAVIR, THREO-
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 Mon Mar 31 22:19:58 GMT 2025 , Edited by admin on Mon Mar 31 22:19:58 GMT 2025
PRIMARY
CAS
360558-79-8
Created by admin on Mon Mar 31 22:19:58 GMT 2025 , Edited by admin on Mon Mar 31 22:19:58 GMT 2025
PRIMARY
FDA UNII
AUG7A0JP5E
Created by admin on Mon Mar 31 22:19:58 GMT 2025 , Edited by admin on Mon Mar 31 22:19:58 GMT 2025
PRIMARY
Related Record Type Details
Structure of INDINAVIR SULFATE ETHANOLATE
PARENT -> IMPURITY
Structure of INDINAVIR SULFATE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
NIH
NCATS
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