SK19399A3 - Purine derivatives and their use as anti-coagulants - Google Patents

Info

Publication number

SK19399A3

SK19399A3 SK193-99A SK19399A SK19399A3 SK 19399 A3 SK19399 A3 SK 19399A3 SK 19399 A SK19399 A SK 19399A SK 19399 A3 SK19399 A3 SK 19399A3

Authority

SK

Slovakia

Prior art keywords

group

alkyl

optionally substituted

amino

halogen

Prior art date

1996-08-16

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• 239000003146 anticoagulant agent Substances 0.000 title abstract description 7
• 229940127219 anticoagulant drug Drugs 0.000 title abstract description 7
• 229940083251 peripheral vasodilators purine derivative Drugs 0.000 title abstract description 6
• 125000000561 purinyl group Chemical class N1=C(N=C2N=CNC2=C1)* 0.000 title abstract 2
• 150000001875 compounds Chemical class 0.000 claims abstract description 285
• 238000000034 method Methods 0.000 claims abstract description 32
• 201000010099 disease Diseases 0.000 claims abstract description 21
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 21
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 12
• 230000001732 thrombotic effect Effects 0.000 claims abstract description 10
• XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 412
• -1 ureido, cyano, guanidino Chemical group 0.000 claims description 265
• 125000000217 alkyl group Chemical group 0.000 claims description 210
• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 85
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 85
• 229910052736 halogen Inorganic materials 0.000 claims description 84
• 150000002367 halogens Chemical class 0.000 claims description 84
• 125000003118 aryl group Chemical group 0.000 claims description 71
• 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 69
• 125000001188 haloalkyl group Chemical group 0.000 claims description 52
• 125000003545 alkoxy group Chemical group 0.000 claims description 49
• 125000004663 dialkyl amino group Chemical group 0.000 claims description 45
• 150000003839 salts Chemical class 0.000 claims description 44
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 40
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 37
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 37
• 125000004438 haloalkoxy group Chemical group 0.000 claims description 35
• 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims description 31
• 125000001424 substituent group Chemical group 0.000 claims description 28
• 239000000203 mixture Substances 0.000 claims description 26
• 229910052739 hydrogen Inorganic materials 0.000 claims description 20
• 239000001257 hydrogen Substances 0.000 claims description 20
• 125000005843 halogen group Chemical group 0.000 claims description 17
• 125000002947 alkylene group Chemical group 0.000 claims description 15
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 15
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 11
• 125000000623 heterocyclic group Chemical group 0.000 claims description 11
• 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims description 9
• 125000002636 imidazolinyl group Chemical group 0.000 claims description 9
• 239000000546 pharmaceutical excipient Substances 0.000 claims description 8
• 238000011282 treatment Methods 0.000 claims description 8
• 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 7
• 125000003342 alkenyl group Chemical group 0.000 claims description 6
• 125000004414 alkyl thio group Chemical group 0.000 claims description 6
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
• PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 claims description 6
• ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 5
• 125000000304 alkynyl group Chemical group 0.000 claims description 5
• 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 5
• 125000000262 haloalkenyl group Chemical group 0.000 claims description 5
• 125000003396 thiol group Chemical group [H]S* 0.000 claims description 4
• 150000007945 N-acyl ureas Chemical class 0.000 claims description 3
• CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 2
• 150000001412 amines Chemical group 0.000 claims description 2
• SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 2
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 26
• IKOPFZLRBYCQSH-UHFFFAOYSA-N chembl305809 Chemical compound CN(C)C(=O)C1=CC=CC(OC=2N=C3N(CC=4C=CC=CC=4)C(C)=NC3=C(OC=3C(=CC=C(C=3)C(N)=N)O)N=2)=C1 IKOPFZLRBYCQSH-UHFFFAOYSA-N 0.000 claims 1
• 125000000547 substituted alkyl group Chemical group 0.000 claims 1
• 238000012360 testing method Methods 0.000 description 39
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• KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
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