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Substance Name: Cephalexin [USAN:BAN]
RN: 15686-71-2
UNII: 5SFF1W6677
InChIKey: ZAIPMKNFIOOWCQ-UEKVPHQBSA-N
Note
- A semisynthetic cephalosporin antibiotic with antimicrobial activity similar to that of CEPHALORIDINE or CEPHALOTHIN, but somewhat less potent. It is effective against both gram-positive and gram-negative organisms.
Molecular Formula
- C16-H17-N3-O4-S
Molecular Weight
- 347.3933
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- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anti-Bacterial Agents
- Anti-Infective Agents
- Antibiotics
- Human Data
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Cefalexin [INN]
- Cephalexin
- Cephalexin [USAN:BAN]
- Cerexins
MeSH Heading
- Cephalexin
Synonyms
- (6R,7R)-7-((R)-2-Amino-2-phenylacetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-2-carbonsaeure
- 7-(D-2-Amino-2-phenylacetamido)-3-methyl-delta (sup 3)-cephem-4- carboxylic acid
- 7-(D-2-Amino-2-phenylacetamido)-3-methyl-delta3-cephem-4-carboxylic acid
- 7-(D-alpha-Aminophenylacetamido)desacetoxycephalosporanic acid
- 7-beta-(D-alpha-Amino-alpha-phenylacetylamino)-3-methyl-3-cephem-4-carboxylic acid
- Alcephin
- Alexin
- Alsporin
- Biocef
- BRN 0965503
- Carnosporin
- Cefa-iskia
- Cefablan
- Cefadal
- Cefadin
- Cefadina
- Cefaleksin
- Cefalessina
- Cefalessina [DCIT]
- Cefalexin
- Cefalexina
- Cefalexina [INN-Spanish]
- Cefalexine
- Cefalexine [INN-French]
- Cefalexinum
- Cefalexinum [INN-Latin]
- Cefalin
- Cefaloto
- Cefaseptin
- Cefax
- Ceflax
- Ceforal
- Cefovit
- Celexin
- Cepastar
- Cepexin
- Cephacillin
- Cephalexin
- Cephalexin anhydrous
- Cephalexine
- Cephalexinum
- Cephanasten
- Cephaxin
- Cephin
- Cepol
- Ceporex
- Ceporex Forte
- Ceporexin
- Ceporexin-E
- Ceporexine
- Cerexin
- Check
- Cophalexin
- Durantel
- Durantel DS
- Ed A-Ceph
- EINECS 239-773-6
- Erocetin
- Factagard
- Felexin
- Fexin
- HSDB 3022
- Ibilex
- Ibrexin
- Inphalex
- Kefalospes
- Keflet
- Keflex
- Kefolan
- Keforal
- Kekrinal
- Kidolex
- L-Keflex
- Lafarine
- Larixin
- Lenocef
- Lexibiotico
- Lilly 66873
- Lonflex
- Lopilexin
- Madlexin
- Mamalexin
- Mamlexin
- Medoxine
- Neokef
- Neolexina
- Novolexin
- NSC 758162
- Nufex
- Optocef
- Oracef
- Oriphex
- Oroxin
- Ortisporina
- Ospexin
- Palitrex
- Panixine disperdose
- Pectril
- Pyassan
- Roceph
- Roceph Distab
- S 6437
- Sanaxin
- Sartosona
- Sencephalin
- Sepexin
- Servispor
- Sialexin
- Sinthecillin
- Sporicef
- Sporidex
- SQ 20248
- Syncl
- Syncle
- Synecl
- Tepaxin
- Tokiolexin
- UNII-5SFF1W6677
- Uphalexin
- Voxxim
- Winlex
- Zozarine
Systematic Names
- 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2R)-aminophenylacetyl)amino)-3-methyl-8-oxo-, (6R,7R)-
- 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((aminophenylacetyl)amino)-3-methyl-8-oxo-, (6R-(6alpha,7beta(R*)))-
- 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(2-amino-2-phenylacetamido)-3-methyl-8-oxo-, D-
- Cefalexin
Mixture Name
- Ceffanex
Registry Numbers
CAS Registry Number
- 15686-71-2
FDA UNII
- 5SFF1W6677
Other Registry Numbers
- 14101-75-8
- 17692-47-6
- 65454-17-3
- 82853-18-7
Related Registry Numbers
- 105879-42-3 (mono-hydrochloride, mono-hydrate)
- 105879-42-3 (mono-hydrochloride,mono-hydrate)
- 23325-78-2 (mono-hydrate)
- 38932-40-0 (mono-hydrochloride salt)
- 66905-57-5 (di-hydrate)
System Generated Number
- 0015686712
Structure Descriptors
InChI
InChI=1S/C16H17N3O4S/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/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1InChIKey
ZAIPMKNFIOOWCQ-UEKVPHQBSA-NSmiles
CC1=C(N2[C@H](SC1)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cat | LDLo | intraperitoneal | 1gm/kg (1000mg/kg) | Kiso to Rinsho. Clinical Report. Vol. 3, Pg. 513, 1969. | |
cat | LDLo | intraperitoneal | 1gm/kg (1000mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE | Kiso to Rinsho. Clinical Report. Vol. 3, Pg. 513, 1969. |
cat | LDLo | oral | 250mg/kg (250mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: FOOD INTAKE (ANIMAL) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Kiso to Rinsho. Clinical Report. Vol. 3, Pg. 513, 1969. |
dog | LD | oral | > 1gm/kg (1000mg/kg) | Kiso to Rinsho. Clinical Report. Vol. 3, Pg. 513, 1969. | |
dog | LD50 | intraperitoneal | > 1gm/kg (1000mg/kg) | BEHAVIORAL: ATAXIA BEHAVIORAL: FOOD INTAKE (ANIMAL) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Antimicrobial Agents and Chemotherapy Vol. -, Pg. 489, 1968. |
guinea pig | LDLo | intraperitoneal | 1gm/kg (1000mg/kg) | LUNGS, THORAX, OR RESPIRATION: CYANOSIS BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) | Kiso to Rinsho. Clinical Report. Vol. 3, Pg. 513, 1969. |
guinea pig | LDLo | oral | 5gm/kg (5000mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Kiso to Rinsho. Clinical Report. Vol. 3, Pg. 513, 1969. |
human | TDLo | oral | 14mg/kg/D (14mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" GASTROINTESTINAL: NAUSEA OR VOMITING | Antimicrobial Agents and Chemotherapy Vol. -, Pg. 361, 1968. |
monkey | LDLo | oral | > 1gm/kg (1000mg/kg) | Antimicrobial Agents and Chemotherapy Vol. -, Pg. 489, 1968. | |
mouse | LD50 | intraperitoneal | 400mg/kg (400mg/kg) | KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE | Antimicrobial Agents and Chemotherapy Vol. -, Pg. 489, 1968. |
mouse | LD50 | oral | 1495mg/kg (1495mg/kg) | SKIN AND APPENDAGES (SKIN): HAIR: OTHER BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Chemotherapy Vol. 27(Suppl, |
mouse | LD50 | subcutaneous | 1150mg/kg (1150mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES KIDNEY, URETER, AND BLADDER: OTHER CHANGES | Oyo Yakuri. Pharmacometrics. Vol. 3, Pg. 227, 1969. |
rabbit | LDLo | intraperitoneal | > 4gm/kg (4000mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Antimicrobial Agents and Chemotherapy Vol. -, Pg. 489, 1968. |
rabbit | LDLo | oral | 2500mg/kg (2500mg/kg) | Kiso to Rinsho. Clinical Report. Vol. 3, Pg. 513, 1969. | |
rabbit | LDLo | oral | 2500mg/kg (2500mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: FOOD INTAKE (ANIMAL) | Kiso to Rinsho. Clinical Report. Vol. 3, Pg. 513, 1969. |
rat | LD50 | intraperitoneal | 4gm/kg (4000mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: EXCITEMENT | Kiso to Rinsho. Clinical Report. Vol. 3, Pg. 390, 1969. |
rat | LD50 | oral | > 20gm/kg (20000mg/kg) | SKIN AND APPENDAGES (SKIN): HAIR: OTHER BEHAVIORAL: ATAXIA | Chemotherapy Vol. 27(Suppl, |
rat | LD50 | subcutaneous | 6100mg/kg (6100mg/kg) | BEHAVIORAL: EXCITEMENT BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Kiso to Rinsho. Clinical Report. Vol. 3, Pg. 390, 1969. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
log P (octanol-water) | 0.65 | (none) | EXP | |
Water Solubility | 1790 | mg/L | 25 | EST |
Vapor Pressure | 3.24E-15 | mm Hg | 25 | EST |
Henry's Law Constant | 2.77E-17 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 1.53E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.