Basic information
- CAS
76497-13-7- Standard SMILES
CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C(=O)OCOC(=O)[C@@H]1N2C(=O)C[C@H]2S(=O)(=O)C1(C)C- InChIKey
OPYGFNJSCUDTBT-PMLPCWDUSA-N- Molecular formula
- C25H30N4O9S2
- Average molar mass
- 594.7 g/mol
- Monoisotopic mass
- 594.14542089
Overview
Sultamicillin is a penicillanic acid ester. It is functionally related to an ampicillin and a sulbactam.
Names & identifiers
- Preferred name
- Sultamicillin
- IUPAC
- [(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl]oxymethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
- English name
- Sultamicillin
- Molecular formula
- C25H30N4O9S2
- Molecular weight
- 594.66
Names & synonyms
Sultamicillin76497-13-7sultamicilinasultamicillinumSultamicillineVD 1827CP-49,952CP 4995265DT0ML581DTXSID501010077VD-1827CP-49952
Show more names
BaeimexUnacid PDSutacillinBethadl OraleSultamiccillinSultaMcillin BaseSultamicillin CRS
CHEBI:51770[(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl]oxymethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (((3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-2-yl)carbonyl)oxy)methyl ester, S,S-dioxide, (2S-(2alpha(2R*,5S*),5alpha,6beta(S*)))-({6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carbonyl}oxy)methyl 2,2-dimethylpenam-3alpha-carboxylate 1,1-dioxidesultamicilli((2S,5R)-3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo(3.2.0)heptane-2-carbonyl)oxymethyl (2S,5R,6R)-6-(((2R)-2-amino-2-phenylacetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate((6beta-((2R)-2-amino-2-phenylacetamido)-2,2-dimethylpenam-3alpha-carbonyl)oxy)methyl 2,2-dimethylpenam-3alpha-carboxylate 1,1-dioxideRefChem:890030
Database identifiers
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 216 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 9
- Heavy atoms
- 40
- Formal charge
- 0
- Complexity
- 1,240
Experimental & physicochemical properties
Drugs
Pharmaceuticals -> Listed in ZINC15
Pharmaceuticals -> Antibiotics
Physicochemical properties
- Melting point
- 190 ° · 190°
- Boiling point
- 907.7 · 907.7±65.0 °C(Predicted)
- Density
- 1.55 · 1.55±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- Practically insoluble in water, very slightly soluble in methanol, practically insoluble in ethanol (96 per cent).
- form
- Solid
- pka
- 12.15 · 12.15±0.60(Predicted)
- color
- White to off-white
- InChIKey
- OPYGFNJSCUDTBT-PMLPCWDUSA-N
- SMILES
- N12[C@@]([H])([C@H](NC([C@H](N)C3=CC=CC=C3)=O)C1=O)SC(C)(C)[C@@H]2C(OCOC([C@H]1C(C)(C)S(=O)(=O)[C@@]2([H])N1C(=O)C2)=O)=O
- FDA UNII
- 65 DT0ML581 · 65DT0ML581
Safety & regulation
GHS classification
GHS ClassificationNot Classified
Hazard information
Hazard Classes and CategoriesNot Classified
Chemistry & industry
Pharmacology
ATC Code
J - Antiinfectives for systemic use
QJ - Antiinfectives for systemic use
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
Uses & manufacturing
UsesUse (kg; approx.) in Germany (2009): >7500
Applications
UsesAntibacterial.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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