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Substance Name: Loxapine [USAN:INN:BAN]
RN: 1977-10-2
UNII: LER583670J
InChIKey: XJGVXQDUIWGIRW-UHFFFAOYSA-N

Note

  • An antipsychotic agent used in schizophrenia.

Molecular Formula

  • C18-H18-Cl-N3-O

Molecular Weight

  • 327.8132
 

Classification Codes

  • Antipsychotic
  • Antipsychotic Agents
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Dopamine Agents
  • Dopamine Antagonists
  • Drug / Therapeutic Agent
  • Neurotransmitter Agents
  • Psychotropic Drugs
  • Reproductive Effect
  • Tranquilizing Agents

Names and Synonyms

Name of Substance

  • Loxapine
  • Loxapine [USAN:INN:BAN]

MeSH Heading

  • Loxapine

Synonyms

  • 2-Chloro-11-(4-methyl-1-piperazinyl)dibenz(b,f)(1,4)oxazepine
  • 2-Chloro-11-(4-methylpiperazino)dibenzo(b,f)(1,4)oxazepine
  • Adasuve
  • AZ-004
  • BRN 0626753
  • CL 62,362
  • CL 62362
  • CL-62362
  • Cloxazepine
  • Dibenz(b,f)(1,4)oxazepine, 2-chloro-11-(4-methyl-1-piperazinyl)-
  • Dibenzacepin
  • Dibenzoazepine
  • EINECS 217-835-3
  • HF 3170
  • HF3170
  • HSDB 3111
  • Hydrofluoride 3170
  • Lossapina
  • Lossapina [DCIT]
  • Loxapin
  • Loxapina
  • Loxapina [INN-Spanish]
  • Loxapine
  • Loxapinum
  • Loxapinum [INN-Latin]
  • Loxitane
  • Loxitane Intramuscular
  • Loxitane-C Oral Suspension
  • LW 3170
  • Oxilapine
  • S 805
  • S-805
  • Staccato loxapine
  • SUM 3170
  • UNII-LER583670J

Systematic Names

  • Dibenz(b,f)(1,4)oxazepine, 2-chloro-11-(4-methyl-1-piperazinyl)-
  • Loxapine

Registry Numbers

CAS Registry Number

  • 1977-10-2

FDA UNII

  • LER583670J

Related Registry Numbers

  • 27833-64-3 (succinate)
  • 54810-23-0 (mono-hydrochloride)

System Generated Number

  • 0001977102

Structure Descriptors

InChI

1S/C18H18ClN3O/c1-21-8-10-22(11-9-21)18-14-12-13(19)6-7-16(14)23-17-5-3-2-4-15(17)20-18/h2-7,12H,8-11H2,1H3

InChIKey

XJGVXQDUIWGIRW-UHFFFAOYSA-N

Smiles

CN1CCN(CC1)C2=Nc3ccccc3Oc4ccc(Cl)cc24

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD subcutaneous > 50mg/kg (50mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 131, 1970.
dog LD subcutaneous > 50mg/kg (50mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: NAUSEA OR VOMITING

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 131, 1970.
guinea pig LDLo subcutaneous 100mg/kg (100mg/kg) BEHAVIORAL: REGIDITY

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 131, 1970.
mouse LD50 intraperitoneal 27mg/kg (27mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 79, 1972.
mouse LD50 intravenous 22mg/kg (22mg/kg) BEHAVIORAL: TREMOR

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 293, 1970.
mouse LD50 oral 40mg/kg (40mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 79, 1972.
mouse LD50 subcutaneous 53mg/kg (53mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: TREMOR
Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 293, 1970.
rabbit LDLo subcutaneous 50mg/kg (50mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 131, 1970.
rabbit LDLo subcutaneous 50mg/kg (50mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE
Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 131, 1970.
rat LD50 intraperitoneal 35mg/kg (35mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: TREMOR
Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 293, 1970.
rat LD50 intravenous 18mg/kg (18mg/kg) BEHAVIORAL: TREMOR

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 293, 1970.
rat LD50 oral 151mg/kg (151mg/kg) BEHAVIORAL: TREMOR

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 293, 1970.
rat LD50 subcutaneous 350mg/kg (350mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 293, 1970.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 109-110 deg C   EXP
log P (octanol-water) 3.600 (none)   EST
Water Solubility 5.650 mg/L 25 EST
Vapor Pressure 2.80E-08 mm Hg 25 EST
Henry's Law Constant 1.04E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.83E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.