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Substance Name: Zimeldine [INN:BAN]
RN: 56775-88-3
UNII: 3J928617DW
InChIKey: OYPPVKRFBIWMSX-SXGWCWSVSA-N

Note

  • One of the SEROTONIN UPTAKE INHIBITORS formerly used for depression but was withdrawn worldwide in September 1983 because of the risk of GUILLAIN-BARRE SYNDROME associated with its use. (From Martindale, The Extra Pharmacopoeia, 29th ed, p385)

Molecular Formula

  • C16-H17-Br-N2

Molecular Weight

  • 317.228
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Membrane Transport Modulators
  • Neurotransmitter Agents
  • Neurotransmitter Uptake Inhibitors
  • Reproductive Effect
  • Serotonin Agents
  • Serotonin Uptake Inhibitors
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Names and Synonyms

Name of Substance

  • Zimeldine
  • Zimeldine [INN:BAN]

MeSH Heading

  • Zimeldine

Synonyms

  • (Z)-3-(4'-Bromophenyl)-3-(3''-pyridyl)dimethylallylamine
  • (Z)-Zimelidine
  • 3-(4-Bromophenyl)-N,N-dimethyl-3-(3-pyridinyl)-2-propen-1-amine
  • 5-22-10-00534 (Beilstein Handbook Reference)
  • A 23140
  • Allylamine, 3-(p-bromophenyl)-N,N-dimethyl-3-(3-pyridyl)-
  • BRN 0479680
  • cis-H 102/09
  • cis-Zimelidine
  • HSDB 7697
  • UNII-3J928617DW
  • Zimeldina
  • Zimeldina [Spanish]
  • Zimeldine
  • Zimeldinum
  • Zimeldinum [Latin]
  • Zimelidine (Z)

Systematic Name

  • 2-Propen-1-amine, 3-(4-bromophenyl)-N,N-dimethyl-3-(3-pyridinyl)-, (Z)-

Registry Numbers

CAS Registry Number

  • 56775-88-3

FDA UNII

  • 3J928617DW

System Generated Number

  • 0056775883

Structure Descriptors

InChI

1S/C16H17BrN2/c1-19(2)11-9-16(14-4-3-10-18-12-14)13-5-7-15(17)8-6-13/h3-10,12H,11H2,1-2H3/b16-9-

InChIKey

OYPPVKRFBIWMSX-SXGWCWSVSA-N

Smiles

C(\c1ccc(Br)cc1)(c1cccnc1)=C\CN(C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 60mg/kg (60mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ANTIPSYCHOTIC
Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 24, Pg. 169, 1982.
mouse LD50 oral 800mg/kg (800mg/kg) BEHAVIORAL: ANTIPSYCHOTIC

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 24, Pg. 169, 1982.
rat LD50 intravenous 50mg/kg (50mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ANTIPSYCHOTIC
Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 24, Pg. 169, 1982.
rat LD50 oral 900mg/kg (900mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ANTIPSYCHOTIC
Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 24, Pg. 169, 1982.
women TDLo oral 56mg/kg/14D (56mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: HEADACHE
British Medical Journal. Vol. 285, Pg. 1009, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 3.180 (none)   EST
Atmospheric OH Rate Constant 1.66E-10 cm3/molecule-sec 25 EST

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