Antithrombotic amides

A compound of formula I

• 32
• (or a pharmaceutically acceptable salt thereof) wherein:
• A3, A4, A5 and A6, together with the two carbons to which they are attached, complete a substituted benzene in which A3 is CR3, A4 is CR4, A5 is CR5, and A6 is CR6;
• wherein
• R3 is hydrogen;
• one of R4 and R5 is hydrogen, methyl, fluoro, chloro, RfO2C—, or RgNH—;
• the other of R4 and R5 is hydrogen;
• and
• R6 is hydrogen;
• in which Rf is hydrogen, (1-4C)alkyl or benzyl;
• Rg is hydrogen, or RhSO2—;
• and Rh is (1-4C)alkyl or dimethylamino;
• or
• A3, A4, A5 and A6, together with the two carbons to which they are attached, complete a substituted heteroaromatic ring in which
• (a) one of A3, A4, A5 and A6 is N, and each of the others is CR3, CR4, CR5 or CR6, respectively;
• or
• (b) two non-adjacent residues of A3, A4, A5 and A6 are each N, and each of the others is CR3, CR4, CR5 or CR6, respectively;
• wherein
• each of R3, R4, R5 and R6 is independently hydrogen or methyl, or one of R3, R4, R5 and R6 attached to a carbon which is not bonded to an N-atom is chloro and the others are hydrogen;
• wherein
• L1 is —NH—CO—, —CO—NH— or —CH2—NH— such that —L1—Q1 is —NH—CO—Q1 —CO—NH—Q1 or —CH2—NH—Q1;
• Q1 is phenyl, 2-furanyl, 2-thienyl, 4-thiazolyl, 2-pyridyl, 2-naphthyl, 1,2-dihydrobenzofuran-5-yl, 1,2-dihydrobenzofuran-6-yl, 1,2-benzisoxazol-6-yl, 6-indolyl, 6-indolinyl, 6-indazolyl, 5-benzimidazolyl or 5-benzotriazolyl in which the phenyl may bear one, two or three substituents at the 3-, 4- or 5-position(s) independently selected from halo, cyano, carbamoyl, aminomethyl, methyl, methoxy, difluoromethoxy, hydroxymethyl, formyl, vinyl, amino, hydroxy and 3,4-methylenedioxy;
• and in addition the phenyl may bear a 2-chloro or 2-fluoro substituent, the 2-furanyl or 2-thienyl may bear a chloro or methyl substituent at the 5-position;
• the 4-thiazolyl may bear an amino substituent at the 2-position;
• the 2-pyridyl may bear an amino substituent at the 6-position;
• the 1,2-benzisoxazol-6-yl, 6-indolyl or 6-indazolyl may bear a chloro or methyl substituent at the 3-position;
• or
• —CO—Q1 is cyclopentenylcarbonyl or cyclohexenyl-carbonyl;
• R2 is —NH—CH2—Q2 in which Q2 is Q2A or Q2B wherein
• Q2A (showing the —CH2— to which it is attached) is
• 33
• in which
• R2A is hydrogen, t-butyl, methylsulfonyl, —CHRyRz, —CHRwRx, or 4-pyridinyl (which is unsubstituted or bears a substituent Rv at the 2- or 3-position) wherein
• Rv is methyl, hydroxymethyl, {(1-2C)alkoxy}carbonyl;
• cyano, carbamoyl, thiocarbamoyl, or N-hydroxyamidino;
• each of Rw and Rx independently is hydrogen or (1-3C)normal alkyl;
• or —CHRwRx is 2-indanyl or (showing the nitrogen to which it is attached) is
• 34
• in which T is a single bond or methylene and U is methylene, ethylene, oxy, —S(O)q— (wherein q is 0, 1 or 2) or imino (which may bear a methyl substituent), or T is ethan-1, 1-diyl and U is a single bond or methylene;
• Ry is hydrogen or methyl;
• and
• Rz is isopropyl, t-butyl, (3-6C)cycloalkyl, phenyl (which is unsubstituted or bears one or more substituents independently selected from halo, methyl, methoxy and hydroxy), 4-quinolinyl or heteroaryl (which heteroaryl is a 5-membered aromatic ring which includes one to four heteroatoms selected from sulfur, oxygen and nitrogen or is a 6-membered aromatic ring which includes one to three nitrogen atoms, wherein the heteroaryl is attached at carbon and may bear one or more methyl substituents on carbon or nitrogen);
• and
• Q2B (showing the methylene to which it is attached) is
• 35
• in which Ro is hydrogen, halo, (1-6C)alkyl, hydroxy, (1-4C)alkoxy, benzyloxy or (1-4C)alkylthio;
• and Rp is 4-morpholinyl, 1-hydroxyethyl, 1-hydroxy-1-methylethyl, 1-methoxy-1-methylethyl, 4-piperidinyl, 4-pyridinyl, dimethylaminosulfonyl or —J—Rq in which J is a single bond, methylene, carbonyl, oxy, —S(O)q— (wherein q is 0, 1 or 2), or —NRr— (wherein Rr is hydrogen or methyl);
• and Rq is (1-6C)alkyl, phenyl, 3-pyridyl or 4-pyridyl.