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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
 

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/s1

InChIKey

ZAIPMKNFIOOWCQ-UEKVPHQBSA-N

Smiles

CC1=C(N2[C@H](SC1)[C@H](NC(=O)[C@H](N)c3ccccc3)C2=O)C(=O)O

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.