Title:
ビス第4アンモニウム塩の前駆体及び駆虫活性をもつプロドラッグとしてのその応用
Document Type and Number:
Japanese Patent JP4431853
Kind Code:
B2
Abstract:
The invention concerns drug precursors with antimalarial effect, characterised in that it consists in quaternary bis-ammonium salts of general formula (I) wherein A and A', identical or different, are respectively either a group A1 and A'1 of formula (1) wherein n=2 to 4; R'1 is hydrogen, C1-C5 alkyl, optionally substituted by an aryl, a hydroxy, an alkoxy, wherein the alkyl comprises 1 to 5 C, or aryloxy and W is halogen or a nucleofuge group; or a group A2 which represents formyl-CHO, or acetyl-COCH3. B and B', identical or different, represent respectively either the group B1 and B'1, if A and A' respectively represent A1, A'1, B1, B'1 representing a group R1 which has the same definition as R'1 above, but cannot be a hydrogen atom; or respectively the groups B2 and B'2, if A and A' represent A2, B2 or B'2 being the group R1 as defined above, or a group of formula (2) wherein -Ra is RS- or RCO-, wherein R is a C1-C6 alkyl, substituted if required, a phenyl or benzyl, wherein the phenyl is substituted if required, the latter being optionally substituted; R2 is hydrogen, C1-C5 alkyl, or a -CH2-COO- (C1-C5)alkyl group; and R3 is hydrogen, C1-C5 alkyl or alkenyl, substituted if required, a phosphate, an alkoxy wherein the alkyl is a C1-C3 alkyl, or aryloxy; or an alkyl (or arylcarbonyloxy; or R2 and R3 form together a cycle with 5 or 6 C; R and R3 can be bound to form a cycle. ± represents: either a single bond when A and A' represent A1 and A'1: or when A and A' represent A2, and B2 and B'2 Represent (3) either, when A and A' are -CHO or -COCH3 and B2 and B'2 are R1, a group of formula (4) or a group of formula (5) wherein (a) represents a bond towards Z and (b) a bond towards the nitrogen atom. Z is a C9-C21 alkyl, if required with insertion of one or several bonds, and/or one or several heteroatoms O and/or S and/or several aromatic cycles, and the pharmaceutically acceptable salts of said compounds. Said precursors and cyclized thiazolium derivatives are useful as antiparasitic medicines in particular antimalarial and antibabesiosis.
Inventors:
Villar Henry
Kara Michel
Aenslan Marie Lore
Bourguignon Jean Jack
Vidal Valery
Rubi Eric
Kara Michel
Aenslan Marie Lore
Bourguignon Jean Jack
Vidal Valery
Rubi Eric
Application Number:
JP2001511403A
Publication Date:
March 17, 2010
Filing Date:
July 21, 2000
Export Citation:
Assignee:
Saintur Nacional de la Rushche Shandifique
International Classes:
C07C323/41; A61K31/132; C07D295/08; A61K31/16; A61K31/39; A61K31/4025; A61K31/444; A61K31/4453; A61K31/5377; A61P33/00; A61P33/02; A61P33/06; A61P43/00; C07C209/74; C07C211/09; C07C319/24; C07C327/30; C07C327/34; C07D207/09; C07D277/22; C07D277/24; C07D277/30; C07D277/587; C07D295/12; C07D295/14; C07D295/155; C07D327/06
Domestic Patent References:
| JP10507446A | ||||
| JP10501540A |
Foreign References:
| US3131220 | ||||
| WO1998004252A1 |
Other References:
Tetrahedron Letters,1993年,34(3),p.521-524
Journal of Pharmacology and Experimental Therapeutics ,1961年,131,p.334-340
Heterocycles ,1994年,37(3),p.1579-1597
Journal of the Chemical Society,1952年,p.2305-2307
Journal of Pharmacology and Experimental Therapeutics ,1961年,131,p.334-340
Heterocycles ,1994年,37(3),p.1579-1597
Journal of the Chemical Society,1952年,p.2305-2307
Attorney, Agent or Firm:
Einosuke Kishimoto
Akira Watanabe
Norihiko Hibi
Akira Watanabe
Norihiko Hibi