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Substance Name: Dextroamphetamine sulfate [USP]
RN: 51-63-8
UNII: JJ768O327N
InChIKey: PYHRZPFZZDCOPH-QXGOIDDHSA-N

Note

  • The d-form of AMPHETAMINE. It is a central nervous system stimulant and a sympathomimetic. It has also been used in the treatment of narcolepsy and of attention deficit disorders and hyperactivity in children. Dextroamphetamine has multiple mechanisms of action including blocking uptake of adrenergics and dopamine, stimulating release of monamines, and inhibiting monoamine oxidase. It is also a drug of abuse and a psychotomimetic.

Molecular Formula

  • C9-H13-N.1/2H2-O4-S

Molecular Weight

  • 368.4952
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
  • Stimulant (Central)

Names and Synonyms

Name of Substance

  • Dextroamphetamine sulfate [USP]

Synonyms

  • (+)-alpha-Methylphenethylamine sulfate (2:1)
  • (+)-Amitrene
  • (+)-Amphetamine sulfate
  • (+)-Amphetamine sulphate
  • (S)-alpha-Methylbenzeneethanamine sulfate
  • (S)-Amphetamine sulfate
  • Acedron
  • Adjudets
  • Adrizine
  • Afatin
  • Albemap
  • Algo-dex
  • alpha-Methylphenethylamine sulfate, d-form
  • Amdex
  • Amphaetex
  • Ampherex
  • Amphetasul
  • Amphex
  • Amptrerex
  • Amsustain
  • Apetain
  • Ardex
  • Betafedrina
  • Betafedrine
  • Betaphedrine
  • Carrtime
  • Cradex
  • Curban
  • d-1-Phenyl-2-aminopropane sulfate
  • d-alpha-Methylphenethylamine sulfate
  • D-Amfetasul
  • D-Amphetamine sulfate
  • d-Amphetamine sulphate
  • D-Ate phenyl 747
  • d-Benzedrine sulfate
  • d-beta-Phenylisopropylamine sulfate
  • d-Betaphedrine
  • Dadex
  • Dams
  • DAS
  • DAS (VAN)
  • Dasdel
  • Dellipsoids
  • Dex ob
  • Dex-Sule
  • Dexaline
  • Dexalme
  • Dexalone
  • Dexamed
  • Dexamine
  • Dexampex
  • Dexamphetamine sulfate
  • Dexamyl
  • Dexedrina
  • Dexedrine
  • Dexedrine sulfate
  • Dexies
  • Dexten
  • Dextenal
  • Dextro-1-phenyl-2-amino-propane sulfate
  • Dextro-alpha-methylphenethylamine sulfate
  • Dextro-Amphetamine Sulfate
  • Dextro-beta-phenylisopropylamine sulfate
  • Dextro-Profetamine
  • Dextroamphetamine sulfate
  • Dextroamphetamine sulphate
  • Dextroanfetamina
  • Dextrostat
  • Dextrosule
  • Diocurb
  • Diphylets
  • Ditab
  • Domafate
  • Dura Dex
  • Dynaphenyl
  • EINECS 200-111-6
  • Ephadren
  • Evrodex
  • Fastballs
  • Ferndex
  • Hetamine
  • Lentanet
  • Lipsoids
  • Lowedex
  • Maxiton sulfate
  • Medex
  • Medex (VAN)
  • NSC 27104
  • Obesedrin
  • Obesonil
  • Oranges
  • Pellcap
  • Perke
  • Phenethylamine,alpha-methyl-, sulfate, (+)
  • Phetadex
  • Pomadex
  • Pro-Dexter
  • Psychodrine
  • Recordati
  • Revidex
  • Robese
  • S-(+)-Amphetamine sulfate
  • Simpamina-D
  • Spancap
  • Sympamina-D
  • Tempodex
  • Tidex
  • Tuphetamine
  • Tydex
  • UNII-JJ768O327N
  • Zamine

Systematic Names

  • Benzeneethanamine, alpha-methyl-, (alphaS)-, sulfate (2:1)
  • Benzeneethanamine, alpha-methyl-, (S)-, sulfate (2:1)
  • Dexamphetamine sulphate
  • Phenethylamine, alpha-methyl-, sulfate (2:1), (+)-

Mixture Names

  • Adderall
  • Dexamyl
  • Eskatrol

Registry Numbers

CAS Registry Number

  • 51-63-8

FDA UNII

  • JJ768O327N

System Generated Number

  • 0000051638

Molecular Formulas

Molecular Formula

  • C9-H13-N.1/2H2-O4-S

Molecular Formula Fragments

  • C9-H13-N
  • COMPONENT
  • H2-O4-S

Structure Descriptors

InChI

1S/2C9H13N.H2O4S/c2*1-8(10)7-9-5-3-2-4-6-9;1-5(2,3)4/h2*2-6,8H,7,10H2,1H3;(H2,1,2,3,4)/t2*8-;/m00./s1

InChIKey

PYHRZPFZZDCOPH-QXGOIDDHSA-N

Smiles

C[C@H](N)Cc1ccccc1.C[C@H](N)Cc2ccccc2.OS(=O)(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 56200ug/kg (56.2mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
dog LD50 intravenous 3mg/kg (3mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 118, Pg. 557, 1965.
dog LD50 oral 10mg/kg (10mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 118, Pg. 557, 1965.
mammal (species unspecified) LD50 intravenous 14mg/kg (14mg/kg)   German Offenlegungsschrift Patent Document. Vol. #2901868,
mammal (species unspecified) LD50 oral 35mg/kg (35mg/kg)   German Offenlegungsschrift Patent Document. Vol. #2901868,
mammal (species unspecified) LD50 subcutaneous 22mg/kg (22mg/kg)   German Offenlegungsschrift Patent Document. Vol. #2901868,
mouse LD50 intraperitoneal 9700ug/kg (9.7mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 135, Pg. 240, 1962.
mouse LD50 intravenous 10mg/kg (10mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 172, Pg. 251, 1968.
mouse LD50 oral 10mg/kg (10mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Journal of Medicinal Chemistry. Vol. 18, Pg. 71, 1975.
mouse LD50 subcutaneous 16mg/kg (16mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 184, Pg. 34, 1970.
rabbit LD50 intravenous 10mg/kg (10mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: TREMOR
Journal of Pharmacology and Experimental Therapeutics. Vol. 110, Pg. 180, 1954.
rat LD50 intraperitoneal 43200ug/kg (43.2mg/kg) ENDOCRINE: HYPOGLYCEMIA

VASCULAR: CHANGE IN PLASMA OR BLOOD VALUME
Toxicology and Applied Pharmacology. Vol. 29, Pg. 397, 1974.
rat LD50 intravenous 30mg/kg (30mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Journal of Pharmacology and Experimental Therapeutics. Vol. 110, Pg. 180, 1954.
rat LD50 oral 32mg/kg (32mg/kg) BEHAVIORAL: WAKEFULNESS Arzneimittel-Forschung. Drug Research. Vol. 33, Pg. 1411, 1983.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point >300 deg C   EXP
log P (octanol-water) 6.810 (none)   EST
Atmospheric OH Rate Constant 5.67E-11 cm3/molecule-sec 25 EST

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