Chemical identity

Ampicillin EP Impurity C / Ampicillin Diketopiperazine / Ampicillin Dione / Ampicillin Rearrangement Product

CAS 49841-96-5 · C16H19N3O4S

01Identity

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

Lazychem IDLC-06253
PubChem CID101043513
NameAmpicillin EP Impurity C / Ampicillin Diketopiperazine / Ampicillin Dione / Ampicillin Rearrangement Product
CAS RN49841-96-5
Molecular formulaC16H19N3O4S
Molecular weight349.4 g/mol
IUPAC name(4S)-2-(3,6-dioxo-5-phenylpiperazin-2-yl)-5,5-dimethylthiazolidine-4-carboxylic acid
InChIKeySYAJCNSGBADDGZ-DGVZPSOQSA-N

02Structure identifiers

2D structurePubChem CID 101043513
2D structure: Ampicillin EP Impurity C / Ampicillin Diketopiperazine / Ampicillin Dione / Ampicillin Rearrangement Product, CAS 49841-96-5
Structure of Ampicillin EP Impurity C / Ampicillin Diketopiperazine / Ampicillin Dione / Ampicillin Rearrangement Product (CAS 49841-96-5). LazyChem record. Source identity: PubChem CID 101043513. Confirm the identifiers before analytical use.Download structure image

Structure facts for this exact identity.

Molecular formulaC16H19N3O4S
InChIKeySYAJCNSGBADDGZ-DGVZPSOQSA-N
Ring count3
Defined stereocentres1
Unassigned stereocentres3
SMILESCC1([C@@H](NC(S1)C2C(=O)NC(C(=O)N2)C3=CC=CC=C3)C(=O)O)C
InChIInChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-14(24-16)10-13(21)17-9(12(20)18-10)8-6-4-3-5-7-8/h3-7,9-11,14,19H,1-2H3,(H,17,21)(H,18,20)(H,22,23)/t9?,10?,11-,14?/m0/s1

03Stereochemistry

The published structure contains 1 defined and 3 unassigned tetrahedral stereocentres. The exact wedge-and-dash depiction is shown above.

Defined stereocentres12D structure
Unassigned stereocentres32D structure
Assignment statusPartially assignedExact published identity
Tetrahedral upper bound≤ 16Before 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.

04Possible N-nitroso structures

A record-level structural review indicates a possible N-nitroso candidate. This is not a confirmed impurity, formation prediction or analytical finding.

Possible structure candidateUnconfirmed identity
Possible N-nitroso structural candidate related to Ampicillin EP Impurity C / Ampicillin Diketopiperazine / Ampicillin Dione / Ampicillin Rearrangement Product, CAS 49841-96-5
No CAS number, formation claim or analytical confirmation is assigned.

A structural result alone does not establish that a nitrosamine forms. A process-specific and analytical assessment is required.

05India 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 49841-96-5 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 49841-96-5 was not found in the reviewed exact-CAS mapping. Generic and analogue entries were not evaluated.

06Names and relationships

Associated parent compound

Ampicillin

View API and impurity family

Other names

  • Ampicillin EP Impurity C
  • Ampicillin Diketopiperazine/ Ampicillin Dione
  • Diketopiperazines of ampicillin
  • Ampicillin trihydrate impurity C [EP]
  • Ampicillin, anhydrous impurity C [EP]
  • AMPICILLIN TRIHYDRATE IMPURITY C [EP IMPURITY]
  • AMPICILLIN, ANHYDROUS IMPURITY C [EP IMPURITY]

Related records from the same parent family

07Documented 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.

08Sources