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guanethidine

Names

[ CAS No. ]:
55-65-2

[ Name ]:
guanethidine

[Synonym ]:
Guanethidinum
Octadine
GUANETHIDINE
(2-<Octahydroazocinyl-(1)>-ethyl)-guanidin
Oktadin
[2-(hexahydro-1-(2H)-azocinyl)ethyl]guanidine
Isobarin
Sanotensin
2-[2-(azocan-1-yl)ethyl]guanidine
Oktatenzin
(2-azocan-1-yl-ethyl)-guanidine
Ismelin
Eutensol
guanethedine
Abapresin

Biological Activity

[Description]:

Guanethidine sulphate was synthesized in 1959. Guanethidine is thought to lowing blood pressure by interfering with the metabolism of chemical transmitter substances in post-ganglionic sympathetic nerve fibres.

[In Vitro]

Ablation of sympathetic fibers is associated with a loss of rat endothelial cell marker (RECA), but no significant effect of guanethidine was found on the survival of endothelial cells and mesenchymal stem cells in vitro[1]. .

[In Vivo]

Guanethidine (30 mg/kg, s.c., 1 h) unaffected IL-18 hypernociception in TNFR1(-/-) mice as a sympathetic blocker[2]. . Animal Model: Wild-type (WT) Balb/c,TNFR1(-/-)and IFN-γ-γ(-/-) mice[2]. Dosage: 30 mg/kg Administration: Guanethidine (30 mg/kg, s.c., 1 h, diluted in saline) Result: Pre-treatment with guanethidine (sympathetic blocker) unaffected IL-18 hypernociception in TNFR1(-/-) mice.

[References]

[1]. P Dubový, etal. Local chemical sympathectomy of rat bone marrow and its effect on marrow cell composition.

[2]. Waldiceu A.VerriJr, etal. Antigen-induced inflammatory mechanical hypernociception in mice is mediated by IL-18. Brain Beha

Chemical & Physical Properties

[ Density]:
1.13g/cm3

[ Boiling Point ]:
345.6ºC at 760mmHg

[ Molecular Formula ]:
C10H22N4

[ Molecular Weight ]:
198.30800

[ Flash Point ]:
162.8ºC

[ Exact Mass ]:
198.18400

[ PSA ]:
65.14000

[ LogP ]:
1.86440

[ Index of Refraction ]:
1.4910 (estimate)

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MF2975000
CHEMICAL NAME :
Guanidine, (2-(hexahydro-1(2H)-azocinyl)ethyl)-
CAS REGISTRY NUMBER :
55-65-2
LAST UPDATED :
199606
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C10-H22-N4
MOLECULAR WEIGHT :
198.36
WISWESSER LINE NOTATION :
T8NTJ A2MYZUM

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1050 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 26,1671,1976
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
845 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #3856778
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 4,185,1979
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
224 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #3856778
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
28 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 15,349,1981
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
27ZIAQ "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973 Volume(issue)/page/year: -,112,1973
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
27ZIAQ "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973 Volume(issue)/page/year: -,112,1973

Synthetic Route

Precursor & DownStream


Related Compounds