LAMIVUDINE, (+)-CIS-

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C8H11N3O3S
Molecular Weight	229.256
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC1=NC(=O)N(C=C1)[C@H]2CS[C@@H](CO)O2

InChI

InChIKey=JTEGQNOMFQHVDC-RQJHMYQMSA-N

InChI=1S/C8H11N3O3S/c9-5-1-2-11(8(13)10-5)6-4-15-7(3-12)14-6/h1-2,6-7,12H,3-4H2,(H2,9,10,13)/t6-,7+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C8H11N3O3S
Molecular Weight	229.256
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://pharmaffiliates.com/lamivudine-enantiomer/lamivudine-impurity-d-impurity/61499 | https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/020564s035,020596s034lbl.pdf

(+)-cis-Lamivudine is an enantiomer of lamivudine, considered to be impurity. Lamivudine is a reverse transcriptase inhibitor used alone or in combination with other classes of anti-human immunodeficiency virus (HIV) drugs in the treatment of HIV infection.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

Patents

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 17:58:10 GMT 2025` Edited by `admin` on `Mon Mar 31 17:58:10 GMT 2025`
Record UNII	H6S9D88T3D
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

(+)-BCH-189

Preferred Name

English

LAMIVUDINE, (+)-CIS-

Common Name

English

LAMIVUDINE IMPURITY D [USP IMPURITY]

Common Name

English

2(1H)-PYRIMIDINONE, 4-AMINO-1-((2S,5R)-2-(HYDROXYMETHYL)-1,3-OXATHIOLAN-5-YL)-

Systematic Name

English

LAMIVUDINE IMPURITY D [EP IMPURITY]

Common Name

English

CIS(+)-2-HYDROXYMETHYL-5-(CYTOSIN-1-YL)-1,3-OXATHIOLANE

Systematic Name

English

4-AMINO-1-((2S,5R)-2-(HYDROXYMETHYL)-1,3-OXATHIOLAN-5-YL)PYRIMIDIN-2(1H)-ONE

Systematic Name

English

NSC-620753

Code

English

2',3'-DIDEOXY-3'-THIACYTIDINE

Systematic Name

English

BCH-189, (+)-

Code

English

2'-DEOXY-3'-THIACYTIDINE

Systematic Name

English

Code System Code Type Description

PUBCHEM

73339