Chemical identity

Gemcitabine EP Impurity B / Gemcitabine alpha-Isomer / Gemcitabine α-anomer (Free base)

CAS 95058-85-8 · C9H11F2N3O4

01Identity

Identifiers and names for this exact compound. Empty fields are left unassigned.

Lazychem IDLC-16114
PubChem CID9943183
NameGemcitabine EP Impurity B / Gemcitabine alpha-Isomer / Gemcitabine α-anomer (Free base)
CAS RN95058-85-8
Molecular formulaC9H11F2N3O4
Molecular weight263.20 g/mol
IUPAC name4-amino-1-(2-deoxy-2,2-difluoro-α-D-erythropentofuranosyl) pyrimidin-2(1H)-one
InChIKeySDUQYLNIPVEERB-QXRNQMCJSA-N

02Structure identifiers

2D structurePubChem CID 9943183
2D structure: Gemcitabine EP Impurity B / Gemcitabine alpha-Isomer / Gemcitabine α-anomer (Free base), CAS 95058-85-8
Structure of Gemcitabine EP Impurity B / Gemcitabine alpha-Isomer / Gemcitabine α-anomer (Free base) (CAS 95058-85-8). LazyChem record. Source identity: PubChem CID 9943183. Confirm the identifiers before analytical use.Download structure image

Structure facts for this exact identity.

Molecular formulaC9H11F2N3O4
InChIKeySDUQYLNIPVEERB-QXRNQMCJSA-N
Ring count2
Defined stereocentres3
Unassigned stereocentres0
SMILESC1=CN(C(=O)N=C1N)[C@@H]2C([C@@H]([C@H](O2)CO)O)(F)F
InChIInChI=1S/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)/t4-,6-,7+/m1/s1

03Stereochemistry

The published structure contains 3 defined and 0 unassigned tetrahedral stereocentres. The exact wedge-and-dash depiction is shown above.

Defined stereocentres32D structure
Unassigned stereocentres02D structure
Assignment statusFully assignedExact published identity
Tetrahedral upper bound≤ 8Before symmetry reduction

Published same-connectivity configurations

2 records

These records have the same connectivity, molecular formula and protonation layer, but a different complete InChIKey stereochemical layer. Only separately structure-linked records are shown.

Scope: The mathematical 2^n value is only an upper bound. Symmetry and other stereogenic elements can change the number of distinct stereoisomers. A hypothetical configuration is not published as a compound record without a verified structure identity.

04India status for this compound

These results apply only to this exact compound name and CAS number. Confirm the current official instruments before making a regulatory decision.

NDPS / RCSNOT FOUND IN REVIEWED ENTRIESCAS 95058-85-8 was not found in the reviewed exact-identity entries. Generic, class, analogue, salt and isomer provisions were not evaluated.
SCOMETNOT FOUND IN REVIEWED CAS ENTRIESCAS 95058-85-8 was not found in the reviewed exact-CAS mapping. Generic and analogue entries were not evaluated.

05Names and relationships

Associated parent compound

Gemcitabine

View API and impurity family

Other names

  • Gemcitabine EP Impurity B
  • Gemcitabine alpha-Isomer
  • 4-Amino-1-(2-deoxy-2,2-difluoro-alpha-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone
  • Gemcitabine α-anomer

Related records from the same parent family

06Documented history

Dated discovery, occurrence, use and issue claims are published only when a suitable primary or government source is available.

No dated history available

No verified discovery, first report, occurrence, use or issue event is currently available for this identity.

07Sources