Guanoclor

Guanoclor
Clinical data
ATC code	C02CC05(WHO);
Identifiers
	IUPAC name 2-{[2-(2,6-Dichlorophenoxy)ethyl]amino}guanidine;
CAS Number	5001-32-1;
PubChemCID	71835;
ChemSpider	64857;
UNII	M4HBT852YO;
CompTox Dashboard(EPA)	DTXSID10198184;
ECHA InfoCard	100.023.334
Chemical and physical data
Formula	C9H12Cl2N4O
Molar mass	263.12g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1=CC(=C(C(=C1)Cl)OCCNNC(=N)N)Cl;
	InChI InChI=1S/C9H12Cl2N4O/c10-6-2-1-3-7(11)8(6)16-5-4-14-15-9(12)13/h1-3,14H,4-5H2,(H4,12,13,15); Key:XIHXRRMCNSMUET-UHFFFAOYSA-N;
	(verify)

Guanoclor(INN), also known asguanochlor,is asympatholyticdrug. It is known to bind to non-adrenergic sites in pig kidney membranes.^[1]

Synthesis

When β-(2,6-dichlorophenoxy)ethyl bromide (1) is reacted with hydrazine to give2,and this is reacted withS-methylthiourea,guanochlor (3) results.^[2]^[3]

References

^Vigne P, Lazdunski M, Frelin C (January 1989). "Guanabenz, guanochlor, guanoxan and idazoxan bind with high affinity to non-adrenergic sites in pig kidney membranes".European Journal of Pharmacology.160(2): 295–8.doi:10.1016/0014-2999(89)90503-7.PMID 2527160.
^Durant GJ, Smith GM, Spickett RG, Wright SH (January 1966). "Biologically active guanidines and related compounds. II. Some antiinflammatory aminoguanidines".Journal of Medicinal Chemistry.9(1): 22–7.doi:10.1021/jm00319a005.PMID 5958955.
^Prepn of free base and sulfate:BE 629613(1963 toPfizer), C.A. 60, 14437d (1964).

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[Guanabenz-1] Vigne P, Lazdunski M, Frelin C (January 1989). "Guanabenz, guanochlor, guanoxan and idazoxan bind with high affinity to non-adrenergic sites in pig kidney membranes".European Journal of Pharmacology.160(2): 295–8.doi:10.1016/0014-2999(89)90503-7.PMID 2527160.

[2] Durant GJ, Smith GM, Spickett RG, Wright SH (January 1966). "Biologically active guanidines and related compounds. II. Some antiinflammatory aminoguanidines".Journal of Medicinal Chemistry.9(1): 22–7.doi:10.1021/jm00319a005.PMID 5958955.

[3] Prepn of free base and sulfate:BE 629613(1963 toPfizer), C.A. 60, 14437d (1964).

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