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Substance Name: Cephradine [USAN:BAN]
RN: 38821-53-3
UNII: 9YA6SX5S4D
InChIKey: RDLPVSKMFDYCOR-UEKVPHQBSA-N
Note
- A semi-synthetic cephalosporin antibiotic.
Molecular Formula
- C16-H19-N3-O4-S
Molecular Weight
- 349.409
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anti-Bacterial Agents
- Anti-Infective Agents
- Antibacterial
- Antibiotics
- Drug / Therapeutic Agent
- Human Data
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Cefradine [INN]
- Cephradine
- Cephradine [USAN:BAN]
MeSH Heading
- Cephradine
Synonyms
- (6R,7R)-7-((R)-2-Amino-2-(1,4-cyclohexadien-1-yl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
- 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((amino-1,4-cyclohexadien-1-ylacetyl)amino)-3-methyl-8-oxo-, (6R-(6alpha,7beta(R*)))-
- 7-(D-2-Amino-2-(1,4-cyclohexadien-1-yl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)-oct-2-ene-2-caboxylic acid
- 7-(D-2-Amino-2-(1,4-cyclohexadienyl)acetamide)desacetoxycephalosporanicacid
- Anspor
- BRN 6075388
- Cefradina
- Cefradina [INN-Spanish]
- Cefradine
- Cefradinum
- Cefradinum [INN-Latin]
- Cekodin
- Cephradin
- Cephradine
- EINECS 254-137-8
- Eskacef
- HSDB 3216
- Megace f
- Megacef
- Sefril
- SKF D 39304
- SQ 11436
- UNII-9YA6SX5S4D
- Velosef
- Velosef '125'
- Velosef '250'
- Velosef '500'
Systematic Names
- 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((amino-1,4-cyclohexadien-1-ylacetyl)amino)-3-methyl-8-oxo-, (6R-(6alpha,7beta(R*)))-
- Cefradine
Registry Numbers
CAS Registry Number
- 38821-53-3
FDA UNII
- 9YA6SX5S4D
Related Registry Number
- 58456-86-3 (dihydrate)
System Generated Number
- 0038821533
Structure Descriptors
InChI
1S/C16H19N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-3,6,10-11,15H,4-5,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1InChIKey
RDLPVSKMFDYCOR-UEKVPHQBSA-NSmiles
N12[C@@H]([C@@H](NC([C@@H](C=3CC=CCC3)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 597mg/kg (597mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 680, 1977. | |
mouse | LD50 | intravenous | 3539mg/kg (3539mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 680, 1977. | |
mouse | LD50 | oral | 3549mg/kg (3549mg/kg) | Chemotherapy Vol. 23, Pg. 37, 1975. | |
mouse | LD50 | subcutaneous | 2890mg/kg (2890mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 680, 1977. | |
rat | LD50 | intraperitoneal | > 5gm/kg (5000mg/kg) | Chemotherapy Vol. 23, Pg. 37, 1975. | |
rat | LD50 | intravenous | > 2500mg/kg (2500mg/kg) | Chemotherapy Vol. 23, Pg. 37, 1975. | |
rat | LD50 | oral | > 12gm/kg (12000mg/kg) | Chemotherapy Vol. 23, Pg. 37, 1975. | |
rat | LD50 | subcutaneous | > 7500mg/kg (7500mg/kg) | Chemotherapy Vol. 23, Pg. 37, 1975. | |
women | TDLo | oral | 5mg/kg (5mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | CUTIS; Cutaneous Medicine for the Practitioner. Vol. 38, Pg. 58, 1986. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 140 | deg C | EXP | |
log P (octanol-water) | 0.410 | (none) | EST | |
Water Solubility | 2.13E+04 | mg/L | EXP | |
Atmospheric OH Rate Constant | 2.94E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.