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Substance Name: Guanethidine [INN:BAN]
RN: 55-65-2
UNII: ZTI6C33Q2Q
InChIKey: ACGDKVXYNVEAGU-UHFFFAOYSA-N

Note

  • An antihypertensive agent that acts by inhibiting selectively transmission in post-ganglionic adrenergic nerves. It is believed to act mainly by preventing the release of norepinephrine at nerve endings and causes depletion of norepinephrine in peripheral sympathetic nerve terminals as well as in tissues.

Molecular Formula

  • C10-H22-N4

Molecular Weight

  • 198.3118
 

Classification Codes

  • Adrenergic Agents
  • Antihypertensive Agents
  • Autonomic Agents
  • Cardiovascular Agents
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Sympatholytics

Names and Synonyms

Name of Substance

  • Guanethidine
  • Guanethidine [INN:BAN]

MeSH Heading

  • Guanethidine

Synonyms

  • (2-(Octahydro-1-azocinyl)ethyl)guanidine
  • 2-(1'-Azacyclooctyl)ethylguanidine
  • 2-(1-N,N-Heptamethyleneimino)ethylguanidine
  • Abapresin
  • Azocine, 1-((2-(aminoiminomethyl)amino)ethyl)octahydro-
  • Azocine, 1-(2-guanidinoethyl)octahydro-
  • Dopam
  • Dopom
  • EINECS 200-241-3
  • Eutensol
  • Guanethidine
  • Guanethidinum
  • Guanethidinum [INN-Latin]
  • Guanetidina
  • Guanetidina [INN-Spanish]
  • Guanidine, (2-(hexahydro-1(2H)-azocinyl)ethyl)-
  • Heptamethylenimine, 1-(2-guanidinoethyl)-
  • HSDB 3092
  • Ismelin
  • N-(2-Perhydroazocin-1-ylethyl)guanidine
  • Octatensine
  • Oktadin
  • Oktatensin
  • Oktatenzin
  • Sanotensin
  • UNII-ZTI6C33Q2Q

Systematic Names

  • Guanethidine
  • Guanidine, (2-(hexahydro-1(2H)-azocinyl)ethyl)-

Registry Numbers

CAS Registry Number

  • 55-65-2

FDA UNII

  • ZTI6C33Q2Q

Related Registry Numbers

  • 60-02-6 (sulfate (2:1))
  • 645-43-2 (sulfate (1:1))

System Generated Number

  • 0000055652

Structure Descriptors

InChI

1S/C10H22N4/c11-10(12)13-6-9-14-7-4-2-1-3-5-8-14/h1-9H2,(H4,11,12,13)

InChIKey

ACGDKVXYNVEAGU-UHFFFAOYSA-N

Smiles

N1(CCNC(=N)N)CCCCCCC1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 50mg/kg (50mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 112, 1973.
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   Drugs of the Future. Vol. 4, Pg. 185, 1979.
mouse LD50 intravenous 28mg/kg (28mg/kg)   Pharmaceutical Chemistry Journal Vol. 15, Pg. 349, 1981.
mouse LD50 oral 845mg/kg (845mg/kg)   United States Patent Document. Vol. #3856778,
mouse LD50 subcutaneous 224mg/kg (224mg/kg)   United States Patent Document. Vol. #3856778,
rabbit LDLo intravenous 50mg/kg (50mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 112, 1973.
rat LD50 oral 1050mg/kg (1050mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 1671, 1976.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 0.880 (none)   EST
Atmospheric OH Rate Constant 2.00E-10 cm3/molecule-sec 25 EST

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