Structural Formula Vector Image
Title: Sitamaquine
CAS Registry Number: 57695-04-2
CAS Name: N,N-Diethyl-N¢-(6-methoxy-4-methyl-8-quinolinyl)-1,6-hexanediamine
Additional Names: 8-(6¢-diethylaminohexylamino)-6-methoxylepidine; 6-methoxy-8-(6-diethylaminohexylamine)-4-methylquinoline; kalazaquine
Manufacturers' Codes: WR-6026
Molecular Formula: C21H33N3O
Molecular Weight: 343.51
Percent Composition: C 73.43%, H 9.68%, N 12.23%, O 4.66%
Literature References: 8-Aminoquinolone; analog of the antimalarial agent primaquine, q.v. Prepn: K. N. Campbell et al., J. Am. Chem. Soc. 68, 1556 (1946); idem, US 2508937 (1950 to USA, as represented by the Secy. of War). Antileishmanial activity in hamsters: K. E. Kinnamon et al., Am. J. Trop. Med. Hyg. 27, 751 (1978). HPLC determn in plasma: J. C. Anders et al., J. Chromatogr. 311, 117 (1984). Clinical evaluation in AIDS-associated Pneumocystis carinii pneumonia: B. G. Petty et al., J. Acquir. Immune Defic. Syndr. 21, 26 (1999); in visceral leishmaniasis: R. Dietze et al., Am. J. Trop. Med. Hyg. 65, 685 (2001). Ex vivo use in prevention of transfusion-associated Chagas' disease: H. Moraes-Souza et al., Rev. Soc. Bras. Med. Trop. 35, 563 (2002). Review of clinical development: C. Yeates, Curr. Opin. Invest. Drugs 3, 1446-1452 (2002); H. Sangraula et al., J. Assoc. Physicians India 51, 686-690 (2003).
Properties: bp0.05 190-200°.
Boiling point: bp0.05 190-200°
Derivative Type: Dihydrochloride
CAS Registry Number: 5330-29-0
Molecular Formula: C21H33N3O.2HCl
Molecular Weight: 416.43
Percent Composition: C 60.57%, H 8.47%, N 10.09%, O 3.84%, Cl 17.03%
Properties: Yellow crystals from propanol, mp 179-180°.
Melting point: mp 179-180°
Therap-Cat: Antiprotozoal (Leishmania).
Keywords: Antiprotozoal (Leishmania).

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