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Substance Name: Sulpiride [USAN:INN:BAN:JAN]
RN: 15676-16-1
UNII: 7MNE9M8287
InChIKey: BGRJTUBHPOOWDU-UHFFFAOYSA-N

Note

  • A dopamine D2-receptor antagonist. It has been used therapeutically as an antidepressant, antipsychotic, and as a digestive aid. (From Merck Index, 11th ed)

Molecular Formula

  • C15-H23-N3-O4-S

Molecular Weight

  • 341.4297
 

Classification Codes

  • Antidepressant
  • Antidepressive Agents
  • Antidepressive Agents, Second-Generation
  • Antipsychotic Agents
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Dopamine Agents
  • Dopamine Antagonists
  • Drug / Therapeutic Agent
  • Human Data
  • Neurotransmitter Agents
  • Psychotropic Drugs
  • Reproductive Effect
  • Tranquilizing Agents
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Names and Synonyms

Name of Substance

  • Sulpiride
  • Sulpiride [USAN:INN:BAN:JAN]

MeSH Heading

  • Sulpiride

Synonyms

  • 5-(Aminosulfonyl)-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxybenzamide
  • 5-22-08-00105 (Beilstein Handbook Reference)
  • Abilit
  • Aiglonyl
  • Alimoral
  • Benzamide, 5-(aminosulfonyl)-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-
  • BRN 0494008
  • Calmoflorine
  • CCRIS 4248
  • Championyl
  • Coolspan
  • Darleton
  • Desmenat
  • Dobren
  • Dogmatil
  • Dogmatyl
  • Dolmatil
  • Dresent
  • Eclorion
  • Eglonil
  • Eglonyl
  • EINECS 239-753-7
  • Enimon
  • Equilid
  • Eusulpid
  • Fardalan
  • Fidelan
  • Guastil
  • Isnamide
  • Kylistro
  • Lisopiride
  • Magnetic resonance imaging sulpiride
  • Mariastel
  • Meresa
  • Miradol
  • Mirbanil
  • Misulvan
  • N-((1-Ethyl-2-pyrrolidinyl)methyl)-2-methoxy-5-sulfamoylbenzamide
  • N-((1-Ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-o-anisamide
  • Neogama
  • Norestran
  • Normum
  • Nufarol
  • Omiryl
  • Omperan
  • Ozoderpin
  • Psicocen
  • Pyrkappl
  • R.D. 1403
  • RD 1403
  • Restful
  • Sernevin
  • Splotin
  • Stamonevrol
  • Sulpirid
  • Sulpirida
  • Sulpirida [INN-Spanish]
  • Sulpiride
  • Sulpiridum
  • Sulpiridum [INN-Latin]
  • Sulpyrid
  • Suprium
  • Sursumid
  • Trilan
  • UNII-7MNE9M8287
  • Valirem
  • Zemorcon

Systematic Names

  • Benzamide, 5-(aminosulfonyl)-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-
  • o-Anisamide, N-((1-ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-
  • Sulpiride

Registry Numbers

CAS Registry Number

  • 15676-16-1

FDA UNII

  • 7MNE9M8287

System Generated Number

  • 0015676161

Structure Descriptors

InChI

1S/C15H23N3O4S/c1-3-18-8-4-5-11(18)10-17-15(19)13-9-12(23(16,20)21)6-7-14(13)22-2/h6-7,9,11H,3-5,8,10H2,1-2H3,(H,17,19)(H2,16,20,21)

InChIKey

BGRJTUBHPOOWDU-UHFFFAOYSA-N

Smiles

CCN1CCCC1CNC(=O)c2cc(ccc2OC)S(=O)(=O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 137mg/kg (137mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Japan Medical Gazette. Vol. 10(7), Pg. 11, 1973.
dog LD50 oral 2gm/kg (2000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Japan Medical Gazette. Vol. 10(7), Pg. 11, 1973.
dog LD50 subcutaneous 350mg/kg (350mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Japan Medical Gazette. Vol. 10(7), Pg. 11, 1973.
human TDLo intramuscular 1429ug/kg/D (1.429mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: TREMOR
Japan Medical Gazette. Vol. 10(7), Pg. 11, 1973.
human TDLo oral 2143ug/kg/D (2.143mg/kg)   Japan Medical Gazette. Vol. 10(7), Pg. 11, 1973.
human TDLo oral 2143ug/kg/D (2.143mg/kg) BEHAVIORAL: TREMOR

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Japan Medical Gazette. Vol. 10(7), Pg. 11, 1973.
mouse LD50 intraperitoneal 170mg/kg (170mg/kg)   United States Patent Document. Vol. #4321378,
mouse LD50 intravenous 48mg/kg (48mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 193, 1973.
mouse LD50 oral 1700mg/kg (1700mg/kg)   Drugs in Japan Vol. 6, Pg. 384, 1982.
mouse LD50 subcutaneous 290mg/kg (290mg/kg)   Drugs in Japan Vol. 6, Pg. 384, 1982.
rabbit LD50 intravenous 63mg/kg (63mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Japan Medical Gazette. Vol. 10(7), Pg. 11, 1973.
rabbit LD50 oral 4gm/kg (4000mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Japan Medical Gazette. Vol. 10(7), Pg. 11, 1973.
rabbit LD50 subcutaneous 2gm/kg (2000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Japan Medical Gazette. Vol. 10(7), Pg. 11, 1973.
rat LD50 intraperitoneal 210mg/kg (210mg/kg)   Drugs in Japan Vol. 6, Pg. 384, 1982.
rat LD50 intravenous 40mg/kg (40mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 193, 1973.
rat LD50 oral 9800mg/kg (9800mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Japan Medical Gazette. Vol. 10(7), Pg. 11, 1973.
rat LD50 subcutaneous 360mg/kg (360mg/kg)   Drugs in Japan Vol. 6, Pg. 384, 1982.
women LDLo unreported 240mg/kg (240mg/kg)   Journal of Analytical Toxicology. Vol. 23, Pg. 294, 2000.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 178 dec deg C   EXP
pKa Dissociation Constant 9.12 (none)   EXP
log P (octanol-water) 0.57 (none)   EXP
Water Solubility 2280 mg/L 25 EST
Vapor Pressure 3.30E-11 mm Hg 25 EST
Henry's Law Constant 1.53E-17 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.16E-10 cm3/molecule-sec 25 EST

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