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Substance Name: Cysteamine [USAN]
RN: 60-23-1
UNII: 5UX2SD1KE2
InChIKey: UFULAYFCSOUIOV-UHFFFAOYSA-N

Note

  • A mercaptoethylamine compound that is endogenously derived from the COENZYME A degradative pathway. The fact that cysteamine is readily transported into LYSOSOMES where it reacts with CYSTINE to form cysteine-cysteamine disulfide and CYSTEINE has led to its use in CYSTINE DEPLETING AGENTS for the treatment of CYSTINOSIS.

Molecular Formula

  • C2-H7-N-S

Molecular Weight

  • 77.1503
 

Classification Codes

  • Anti-Urolithic (Cystine Calculi)
  • Antiretroviral
  • Cystine Depleting Agents
  • Drug / Therapeutic Agent
  • Mutation Data
  • Protective Agents
  • Radiation-Protective Agents
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Cysteamine
  • Cysteamine [USAN]
  • Mercaptamine [INN]

MeSH Heading

  • Cysteamine

Synonyms

  • (2-Mercaptoethyl)amine
  • 1-Amino-2-mercaptoethylamine
  • 2-Amino-1-ethanethiol
  • 2-Aminoethanethiol
  • 2-Aminoethyl mercaptan
  • 2-Mercaptoethanamine
  • Becaptan
  • beta-Aminoethanethiol
  • beta-Aminoethylthiol
  • beta-Mercaptoethylamine
  • CCRIS 3083
  • Cisteamina
  • Cisteamina [Italian]
  • Cystagon
  • Cystaran
  • Cysteamin
  • Cysteamine
  • Cysteinamine
  • Decarboxycysteine
  • EINECS 200-463-0
  • HSDB 7353
  • L 1573
  • L-1573
  • Lambraten
  • Lambratene
  • MEA
  • MEA (mercaptan)
  • Mercamine
  • Mercaptamina
  • Mercaptamina [INN-Spanish]
  • Mercaptamine
  • Mercaptaminum
  • Mercaptaminum [INN-Latin]
  • Mercaptoethylamine
  • NSC 647528
  • Riacon
  • Thioethanolamine
  • UNII-5UX2SD1KE2
  • WR 347

Systematic Names

  • Cysteamine
  • Ethanethiol, 2-amino-
  • Mercaptamine

Registry Numbers

CAS Registry Number

  • 60-23-1

FDA UNII

  • 5UX2SD1KE2

Other Registry Number

  • 139720-70-0

Related Registry Numbers

  • 156-57-0 (hydrochloride)
  • 16904-32-8 (di-hydrochloride)
  • 27761-19-9 (tartrate (1:1))
  • 3037-04-5 (tosylate)
  • 42954-15-4 (hydrobromide)
  • 93965-19-6 (maleate (1:1))

System Generated Number

  • 0000060231

Structure Descriptors

InChI

1S/C2H7NS/c3-1-2-4/h4H,1-3H2

InChIKey

UFULAYFCSOUIOV-UHFFFAOYSA-N

Smiles

C(CS)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 250mg/kg (250mg/kg)   Journal of Medicinal Chemistry. Vol. 12, Pg. 510, 1969.
mouse LD50 intravenous 190mg/kg (190mg/kg)   Comptes Rendus des Seances de l'Academie des Sciences, Serie D: Sciences Naturelles. Vol. 262, Pg. 206, 1966.
mouse LD50 oral 625mg/kg (625mg/kg)   Journal of Medicinal Chemistry. Vol. 18, Pg. 798, 1975.
mouse LD50 subcutaneous 84mg/kg (84mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Osaka Shiritsu Daigaku Igaku Zasshi. Journal of the Osaka City Medical Center. Vol. 5, Pg. 128, 1956.
mouse LD50 unreported 350mg/kg (350mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 421, 1955.
rabbit LD50 intravenous 150mg/kg (150mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 421, 1955.
rat LD50 intraperitoneal 232mg/kg (232mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 421, 1955.
rat LD50 subcutaneous 84mg/kg (84mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Osaka Shiritsu Daigaku Igaku Zasshi. Journal of the Osaka City Medical Center. Vol. 5, Pg. 128, 1956.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 99.5 deg C   EXP
log P (octanol-water) -0.200 (none)   EST
Atmospheric OH Rate Constant 7.31E-11 cm3/molecule-sec 25 EST

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