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Details

Stereochemistry ABSOLUTE
Molecular Formula C8H11N3O3S
Molecular Weight 229.2576
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LAMIVUDINE, (+)-CIS-

SMILES

c1cn([C@@]2([H])CS[C@@]([H])(CO)O2)c(nc1=N)O

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 229.2576
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

(+)-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.

Approval Year

Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Jun 26 10:08:55 UTC 2021
Edited
by admin
on Sat Jun 26 10:08:55 UTC 2021
Record UNII
H6S9D88T3D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LAMIVUDINE, (+)-CIS-
Common Name English
2(1H)-PYRIMIDINONE, 4-AMINO-1-((2S,5R)-2-(HYDROXYMETHYL)-1,3-OXATHIOLAN-5-YL)-
Systematic 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
LAMIVUDINE IMPURITY D [EP]
Common Name English
LAMIVUDINE IMPURITY D [USP]
Common Name English
NSC-620753
Code English
(+)-BCH-189
Code English
2',3'-DIDEOXY-3'-THIACYTIDINE
Systematic Name English
LAMIVUDINE IMPURITY D RS [USP]
Common Name English
BCH-189, (+)-
Code English
2'-DEOXY-3'-THIACYTIDINE
Systematic Name English
Code System Code Type Description
PUBCHEM
73339
Created by admin on Sat Jun 26 10:08:56 UTC 2021 , Edited by admin on Sat Jun 26 10:08:56 UTC 2021
PRIMARY
FDA UNII
H6S9D88T3D
Created by admin on Sat Jun 26 10:08:56 UTC 2021 , Edited by admin on Sat Jun 26 10:08:56 UTC 2021
PRIMARY
CAS
134680-32-3
Created by admin on Sat Jun 26 10:08:56 UTC 2021 , Edited by admin on Sat Jun 26 10:08:56 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> IMPURITY