Cycloguanil
Title: Cycloguanil
CAS Registry Number: 516-21-2
CAS Name: 1-(4-Chlorophenyl)-1,6-dihydro-6,6-dimethyl-1,3,5-triazine-2,4-diamine
Additional Names: 4,6-diamino-1-(p-chlorophenyl)-1,2-dihydro-2,2-dimethyl-s-triazine; 2,4-diamino-1-p-chlorophenyl-1,6-dihydro-6,6-dimethyl-1,3,5-triazine; 1-p-chlorophenyl-2,4-diamino-6,6-dimethyl-1,6-dihydro-1,3,5-triazine; chlorazine (Russian); chlorguanide triazine; TCl
Manufacturers' Codes: M-10580; D-20
Molecular Formula: C11H14ClN5
Molecular Weight: 251.72
Percent Composition: C 52.49%, H 5.61%, Cl 14.08%, N 27.82%
Literature References: Metabolic product formed from the antimalarial drug chlorguanide: Carrington et al., Nature 168, 1080 (1951). Prepn: Modest et al., J. Am. Chem. Soc. 74, 855 (1952); Loo, ibid. 76, 5096 (1954); Carrington et al., J. Chem. Soc. 1954, 1017; Bami, J. Sci. Ind. Res. 14C, 231 (1955); Modest, J. Org. Chem. 21, 1 (1956); US 2900385 (1959 to Children's Cancer Res. Found.); Elslager, Worth, US 3074947 (1963 to Parke, Davis).
Properties: Prisms from chloroform + ether, mp 146°. uv max (water): 241 nm (log e 4.11).
Melting point: mp 146°
Absorption maximum: uv max (water): 241 nm (log e 4.11)
 
Derivative Type: Hydrochloride
Molecular Formula: C11H14ClN5.HCl
Molecular Weight: 288.18
Percent Composition: C 45.85%, H 5.25%, Cl 24.60%, N 24.30%
Properties: Prisms from water, mp 210-215°. uv max (water): 241 nm (log e 4.12).
Melting point: mp 210-215°
Absorption maximum: uv max (water): 241 nm (log e 4.12)
 
Derivative Type: Dihydrochloride
Molecular Formula: C11H14ClN5.2HCl
Molecular Weight: 324.64
Percent Composition: C 40.70%, H 4.97%, Cl 32.76%, N 21.57%
Properties: Crystals from acetone, mp 190-196°.
Melting point: mp 190-196°
 
Derivative Type: Pamoate
CAS Registry Number: 609-78-9
Additional Names: Cycloguanil embonate
Manufacturers' Codes: CI-501
Trademarks: Camolar (Parke-Davis)
Molecular Formula: (C11H14ClN5)2.C23H16O6
Molecular Weight: 891.80
Percent Composition: C 60.61%, H 4.97%, Cl 7.95%, N 15.71%, O 10.76%
Properties: Yellow crystals, mp 231-234°. Soly in water: 0.003%.
Melting point: mp 231-234°
 
Therap-Cat: Antimalarial.
Keywords: Antimalarial.

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