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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
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
216
Curator's Comment: # Merck & Co

Approval Year

Unknown
139594
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

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 Sat Dec 16 08:50:06 UTC 2023
Edited
by admin
on Sat Dec 16 08:50:06 UTC 2023
Record UNII
AUG7A0JP5E
Record Status Validated (UNII)
Record Version
  • Download
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 UTC 2023 , Edited by admin on Sat Dec 16 08:50:06 UTC 2023
PRIMARY
CAS
360558-79-8
Created by admin on Sat Dec 16 08:50:06 UTC 2023 , Edited by admin on Sat Dec 16 08:50:06 UTC 2023
PRIMARY
FDA UNII
AUG7A0JP5E
Created by admin on Sat Dec 16 08:50:06 UTC 2023 , Edited by admin on Sat Dec 16 08:50:06 UTC 2023
PRIMARY
Related Record Type Details
Structure of INDINAVIR SULFATE ETHANOLATE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of INDINAVIR SULFATE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
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