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Substance Name: Tenamfetamine [INN]
RN: 4764-17-4
UNII: XJZ28FJ27W
InChIKey: NGBBVGZWCFBOGO-UHFFFAOYSA-N

Note

  • An amphetamine derivative that inhibits uptake of catecholamine neurotransmitters. It is a hallucinogen. It is less toxic than its methylated derivative but in sufficient doses may still destroy serotonergic neurons and has been used for that purpose experimentally.

Molecular Formula

  • C10-H13-N-O2

Molecular Weight

  • 179.2177
 

Classification Codes

Classification Codes

  • Adrenergic Agents
  • Adrenergic Uptake Inhibitors
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Hallucinogens
  • Membrane Transport Modulators
  • Neurotransmitter Agents
  • Neurotransmitter Uptake Inhibitors
  • Psychotropic Drugs
  • Serotonin Agents

Superlist Classification Code

  • DEA Schedule I
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Names and Synonyms

Name of Substance

  • 3,4-Methylenedioxyamphetamine
  • MDA
  • Tenamfetamine [INN]

MeSH Heading

  • 3,4-Methylenedioxyamphetamine

Synonyms

  • 3,4-Methylenedioxy-amphetamine
  • 5-19-08-00417 (Beilstein Handbook Reference)
  • AI3-24882
  • alpha-Methyl-1,3-benzodioxole-5-ethanamine
  • alpha-Methyl-3,4-(methylenedioxy)phenethylamine
  • BRN 0150196
  • HSDB 7593
  • MDA (pharmaceutical)
  • Methylenedioxyamphetamine
  • Tenamfetamina
  • Tenamfetamina [Spanish]
  • Tenamfetamine
  • Tenamfetaminum
  • Tenamfetaminum [Latin]
  • UNII-XJZ28FJ27W

Systematic Names

  • 1,3-Benzodioxole-5-ethanamine, alpha-methyl-
  • Phenethylamine, alpha-methyl-3,4-(methylenedioxy)-

Superlist Names

  • 3,4-Methylenedioxyamphetamine
  • DEA No. 7400

Registry Numbers

CAS Registry Number

  • 4764-17-4

FDA UNII

  • XJZ28FJ27W

Other Registry Number

  • 51497-09-7

System Generated Number

  • 0004764174

Structure Descriptors

InChI

1S/C10H13NO2/c1-7(11)4-8-2-3-9-10(5-8)13-6-12-9/h2-3,5,7H,4,6,11H2,1H3

InChIKey

NGBBVGZWCFBOGO-UHFFFAOYSA-N

Smiles

CC(Cc1ccc2c(c1)OCO2)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
monkey LD50 intravenous 6mg/kg (6mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 798, 1986.
mouse LD50 intraperitoneal 58300ug/kg (58.3mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: EXCITEMENT

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 214, Pg. 133, 1975.
mouse LD50 intraperitoneal 63mg/kg (63mg/kg)   Toxicology and Applied Pharmacology. Vol. 45, Pg. 675, 1978.
mouse LD50 intravenous 31100ug/kg (31.1mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Texas Reports on Biology and Medicine. Vol. 33, Pg. 610, 1975.
mouse LD50 oral 13300ug/kg (13.3mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Clinical Toxicology. Vol. 6, Pg. 193, 1973.

Physical Properties

Physical Property Value Units Temp (deg C) Source
pKa Dissociation Constant 9.67 (none) 25 EXP
log P (octanol-water) 1.64 (none)   EXP
Water Solubility 2.25E+04 mg/L 25 EST
Vapor Pressure 1.69E-03 mm Hg 25 EST
Henry's Law Constant 1.25E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 9.29E-11 cm3/molecule-sec 25 EST

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