3-[(Acetyloxy)methyl]-7-[(2-{[N,N'-di(propan-2-yl)carbamimidoyl]sulfanyl}-1-hydroxyethylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Basic information
- CAS
33075-00-2- Standard SMILES
CC(=O)OCC1=C(C(=O)O)N2C(=O)C(NC(=O)CSC(=NC(C)C)NC(C)C)C2SC1- InChIKey
JYXACOFERDBGGQ-UHFFFAOYSA-N- Molecular formula
- C19H28N4O6S2
- Average molar mass
- 472.6 g/mol
- Monoisotopic mass
- 472.14502697
Names & identifiers
- Preferred name
- 3-[(Acetyloxy)methyl]-7-[(2-{[N,N'-di(propan-2-yl)carbamimidoyl]sulfanyl}-1-hydroxyethylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- IUPAC
- 3-(acetyloxymethyl)-7-[[2-[N,N'-di(propan-2-yl)carbamimidoyl]sulfanylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- English name
- CEFATHIAMIDINE
- Molecular formula
- C19H28N4O6S2
- Molecular weight
- 472.58
Names & synonyms
SCHEMBL28804088DTXSID60954696HMS5083D20AKOS015901269AKOS040759312S48803-[(Acetyloxy)methyl]-7-[(2-{[N,N'-di(propan-2-yl)carbamimidoyl]sulfanyl}-1-hydroxyethylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidCefathiamidinCEFATHIAMIDINECEFATHIAMIDINE USP/EP/BPCefathiamidine Impurity BCefathiamidine, 10 mM in DMSO
Show more names
7-[α-[(N,N'-Diisopropylamidino)thio]acetylamino]cephalosporanic acid7-(alpha-((n,n'-diisopropylamidino)thio)acetylamino)cephalosporanic acid5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(2-((n,n'-diisopropyla7-(2-((n,n'-diisopropylamidino)thio)acetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic aci acetate(6R)-3-[(Acetyloxy)methyl]-7α-[2-[(N,N'-diisopropylamidino)thio]acetylamino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Database identifiers
- CAS
33075-00-2- PubChem CID
- 169489
- DTXSID
DTXSID60954696
Properties
Computed structural properties
- XLogP
- 0.5
- Topological polar surface area
- 188 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 11
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 811
Physicochemical properties
- Melting point
- 140 °C · >140°C (dec.)
- Density
- 1.45 · 1.45±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer, Under Inert Atmosphere
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 2.67 · 2.67±0.50(Predicted)
- form
- Solid
- color
- White to Off-White
- Stability
- Unstable in Solution
- InChIKey
- JYXACOFERDBGGQ-RHSMWYFYSA-N
- SMILES
- N12[C@@]([H])([C@H](NC(CSC(NC(C)C)=NC(C)C)=O)C1=O)SCC(COC(C)=O)=C2C(O)=O
- FDA UNII
- 8 M7CAS5T8L · 8M7CAS5T8L
Chemistry & industry
Applications
UsesCefathiamidine is an antibacterial agent that exhibits a broad spectrum of bactericidal activity against gram-positive bacteria.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: Cefathiamidine is a cephalosporin.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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