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Substance Name: Nemonapride [INN:JAN]
RN: 75272-39-8
UNII: Q88T5P3444
InChIKey: KRVOJOCLBAAKSJ-RDTXWAMCSA-N

Classification Codes

  • Drug / Therapeutic Agent
  • Reproductive Effect

Molecular Formula

  • C21-H26-Cl-N3-O2

Molecular Weight

  • 387.9084
 
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Names and Synonyms

Name of Substance

  • Nemonapride [INN:JAN]

Synonyms

  • (+-)-cis-N-(1-Benzyl-2-methyl-3-pyrrolidinyl)-5-chloro-4-(methylamino)-o-anisamide
  • (+-)-cis-N-(1-Benzyl-2-methylpyrrolidin-3-yl)-5-chloro-2-methoxy-4-methylaminobenzamide
  • Emilace
  • Emonapride
  • N-(2RS,3RS)-(1-Benzyl-2-methyl-3-pyrrolidinyl)-5-chloro-2-methoxy-4-methylaminobenzamide
  • Nemonapride
  • UNII-Q88T5P3444
  • YM 09151-2
  • YM-09151

Systematic Names

  • Benzamide, 5-chloro-2-methoxy-4-(methylamino)-N-((2R,3R)-2-methyl-1-(phenylmethyl)-3-pyrrolidinyl)-, rel-
  • Benzamide, 5-chloro-2-methoxy-4-(methylamino)-N-(2-methyl-1-(phenylmethyl)-3-pyrrolidinyl)-, cis-(+-)-

Registry Numbers

CAS Registry Number

  • 75272-39-8

FDA UNII

  • Q88T5P3444

Other Registry Number

  • 93664-94-9

System Generated Number

  • 0075272398

Structure Descriptors

InChI

1S/C21H26ClN3O2/c1-14-18(9-10-25(14)13-15-7-5-4-6-8-15)24-21(26)16-11-17(22)19(23-2)12-20(16)27-3/h4-8,11-12,14,18,23H,9-10,13H2,1-3H3,(H,24,26)/t14-,18-/m1/s1

InChIKey

KRVOJOCLBAAKSJ-RDTXWAMCSA-N

Smiles

CNc1cc(OC)c(cc1Cl)C(=O)N[C@@H]2CCN(Cc3ccccc3)[C@@H]2C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 200mg/kg (200mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 22, Pg. 769, 1991.
monkey LD50 oral > 300mg/kg (300mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 22, Pg. 769, 1991.
mouse LD50 intravenous 24500ug/kg (24.5mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 23, Pg. 4831, 1989.
mouse LD50 intravenous 24500ug/kg (24.5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Kiso to Rinsho. Clinical Report. Vol. 23, Pg. 4831, 1989.
mouse LD50 oral 604mg/kg (604mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 23, Pg. 4831, 1989.
mouse LD50 subcutaneous > 320mg/kg (320mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Kiso to Rinsho. Clinical Report. Vol. 23, Pg. 4831, 1989.
rat LD50 intravenous 17mg/kg (17mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Kiso to Rinsho. Clinical Report. Vol. 23, Pg. 4831, 1989.
rat LD50 oral > 367mg/kg (367mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Kiso to Rinsho. Clinical Report. Vol. 23, Pg. 4831, 1989.
rat LD50 subcutaneous > 320mg/kg (320mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Kiso to Rinsho. Clinical Report. Vol. 23, Pg. 4831, 1989.