bacmecillinam

Modify Date: 2025-08-21 21:40:53

bacmecillinam Structure
bacmecillinam structure
Common Name bacmecillinam
CAS Number 50846-45-2 Molecular Weight 441.54200
Density 1.36g/cm3 Boiling Point 578.2ºC at 760mmHg
Molecular Formula C20H31N3O6S Melting Point N/A
MSDS N/A Flash Point 303.5ºC

 Names

Name 1-ethoxycarbonyloxyethyl (2S,5R,6R)-6-(azepan-1-ylmethylideneamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
Synonym More Synonyms

 Chemical & Physical Properties

Density 1.36g/cm3
Boiling Point 578.2ºC at 760mmHg
Molecular Formula C20H31N3O6S
Molecular Weight 441.54200
Flash Point 303.5ºC
Exact Mass 441.19300
PSA 123.04000
LogP 2.25970
Index of Refraction 1.612
InChIKey XHKFBADIZIDYBU-UCMJJCQDSA-N
SMILES CCOC(=O)OC(C)OC(=O)C1N2C(=O)C(N=CN3CCCCCC3)C2SC1(C)C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XI0186000
CHEMICAL NAME :
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((hexahydro-1H-azepin-1-yl)methylene) amino)-3,3-dimethyl-7-oxo-, 1-((ethoxycarbonyl)oxy)ethyl ester, (2S-(2-alpha,5-alpha,6-beta))-
CAS REGISTRY NUMBER :
50846-45-2
LAST UPDATED :
199806
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C20-H31-N3-O6-S
MOLECULAR WEIGHT :
441.60

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Primate - monkey
DOSE/DURATION :
11200 mg/kg/35D-I
TOXIC EFFECTS :
Gastrointestinal - hypermotility, diarrhea Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol)
REFERENCE :
NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 33(Suppl 3),60,1985
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Primate - monkey
DOSE/DURATION :
57600 mg/kg/26W-I
TOXIC EFFECTS :
Gastrointestinal - nausea or vomiting Liver - other changes Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - dehydrogenases
REFERENCE :
NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 33(Suppl 3),60,1985 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
4950 mg/kg
SEX/DURATION :
female 7-17 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - musculoskeletal system Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)
REFERENCE :
NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 33(Suppl 3),78,1985
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
35100 mg/kg
SEX/DURATION :
female 17 day(s) after conception - 21 day(s) post-birth
TOXIC EFFECTS :
Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)
REFERENCE :
NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 33(Suppl 3),78,1985

 Safety Information

Hazard Codes Xn
Risk Phrases 20/21/22-36/37/38
Safety Phrases 26-36

 bacmecillinamBioassay

View more

Name: Moderate liver toxicity, defined via clinical-chemistry results: ALT or AST serum act...
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL3137722
Name: Highest frequency of moderate liver toxicity observed during clinical trials, express...
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL3137723
Name: Acute liver toxicity defined via clinical observations and clear clinical-chemistry r...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137724
Name: Highest frequency of acute liver toxicity observed during clinical trials, expressed ...
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL3137725
Name: Cytolytic liver toxicity, either proven histopathologically or where the ratio of max...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137726
Name: Choleostatic liver toxicity, either proven histopathologically or where the ratio of ...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137727
Name: Severe hepatitis, defined as possibly life-threatening liver failure or through clini...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137728
Name: Chronic liver disease either proven histopathologically, or through a chonic elevatio...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137729
Name: Cirrhosis, proven histopathologically. Value is number of references indexed. [column...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137730
Name: Granulomatous liver disease, proven histopathologically. Value is number of reference...
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL3137731
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 Synonyms

ethyl 6-ethoxy-4-thioxo-7-oxa-2,3,5-triaza-6-phosphanonan-1-oate 6-oxide
1'-Aethoxycarbonyloxyaethyl-6-(hexahydro-1H-azepin-1-yl)-methylenaminopenicillanat
ETHYL N-(DIETHOXYPHOSPHORYLTHIOCARBAMOYLAMINO)CARBAMATE
1-Aethoxycarbonyl-4-diaethylphosphono-thiosemicarbazid
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