SI9111433B - Novi N-sulfonil-tetrahidro-/1,3/-dioksepino/5,6-b/azirini, postopek priprave, intermediati za njihovo pripravo in uporaba - Google Patents
Novi N-sulfonil-tetrahidro-/1,3/-dioksepino/5,6-b/azirini, postopek priprave, intermediati za njihovo pripravo in uporaba Download PDFInfo
- Publication number
- SI9111433B SI9111433B SI9111433A SI9111433A SI9111433B SI 9111433 B SI9111433 B SI 9111433B SI 9111433 A SI9111433 A SI 9111433A SI 9111433 A SI9111433 A SI 9111433A SI 9111433 B SI9111433 B SI 9111433B
- Authority
- SI
- Slovenia
- Prior art keywords
- compound according
- acetylaminophenyl
- dioxepino
- azirines
- tetrahydro
- Prior art date
Links
- 150000001542 azirines Chemical class 0.000 title claims abstract description 5
- 239000000543 intermediate Substances 0.000 title abstract description 3
- 238000002360 preparation method Methods 0.000 title description 4
- 238000000034 method Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 32
- -1 tetramethylene, pentamethylene Chemical group 0.000 claims 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 claims 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 1
- 125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000001118 alkylidene group Chemical group 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- ORTVZLZNOYNASJ-UPHRSURJSA-N (z)-but-2-ene-1,4-diol Chemical compound OC\C=C/CO ORTVZLZNOYNASJ-UPHRSURJSA-N 0.000 abstract 1
- CUMNSLGSUVVFOE-UHFFFAOYSA-N 3,5-dioxa-8-azabicyclo[5.1.0]octane Chemical class C1OCOCC2NC21 CUMNSLGSUVVFOE-UHFFFAOYSA-N 0.000 abstract 1
- BAKUAUDFCNFLBX-UHFFFAOYSA-N 4,7-dihydro-1,3-dioxepine Chemical compound C1OCC=CCO1 BAKUAUDFCNFLBX-UHFFFAOYSA-N 0.000 abstract 1
- 239000013543 active substance Substances 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
Description
(54) Novi N-sulfonil-tetrahidro-/1,3/-dioksepino/5,6-b/azirini, postopek priprave, intermediati za njihovo pripravo in uporaba
Claims (33)
1. N-sulfonil-tetrahidro-[l,3]-dioksepino[5,6-b]azirini s splošno formulo I n-so2-r3 kjer R1 in R2 stojita za vodikov atom, raven ali razvejen CM alkil , ali fenil, in R1, R2 skupaj predstavljata alkilidensko skupino s 4 - 6 atomi ogljika, kot npr. tetrametilensko, pentametilensko ali heksametilensko skupino, in je R3 alkilna skupina z 1 - 4 atomi ogljika, kot npr. metiina ali trifluorometilna skupina, ali p-substituirana fenilna skupina kjer X stoji za vodikov atom, nižji raven ali razvejen Cm alkil, ali fluor, klor, brom in jod, ali nitro, amino in acetilamino, ali alkoksi skupino, kot je npr. metoksi skupina.
2. Spojina po zahtevku 1, označena s tem, daje r1 = r2 = h, R3 = 4-acetilaminofeniI.
3. Spojina po zahtevku 1, označena s tem, da je
Rl = R2 = H, R3 = fenil.
4. Spojina po zahtevku 1, označena s tem, da je r1 = r2 - h, R3 = 4-fluorofenil.
5. Spojina po zahtevku 1, označena s tem, da je r1 = r2 = h, R3 = 4-klorofeniL
6. Spojina po zahtevku 1, označena s tem, daje r! = r2 - h, R3 = 4-bromofenil.
7. Spojina po zahtevku 1, označena s tem, da je
Rl = R2 = H, R.3 = 4-metilfenil.
8. Spojina po zahtevku 1, označena s tem, daje
Rl = r2 = h, R3 = 4-nitrofenil.
9. Spojina po zahtevku 1, označena s tem, daje r1 = r2 - h, r3 = 4-metoksifenil.
10. Spojina po zahtevku 1, označena s tem, da je
Rl = R2 = H, R3 = CH3.
11. Spojina po zahtevku 1, označena s tem, daje
R1 = R2 = H, R3 = CF3.
12. Spojina po zahtevku 1, označena s tem, daje
Rl = R2 = H, R3 = 4-aminofenil.
13. Spojina po zahtevku 1, označena s tem, da je
Rl = H, R2 = CH3, R3 = 4-acetilaminofenil.
14. Spojina po zahtevku 1, označena s tem, da je
Rl = H, R2 = CH2 CH3, r3 = 4-acetilaminofenil.
15. Spojina po zahtevku 1, označena s tem, daje
R1 = H, R2 = CH(CH3)2, R3 = 4-acetilaminofenil.
16. Spojina po zahtevku 1, označena s tem, da je
R1 = H, R2 = CH(CH3)2, R3 = 4-nitrofenil.
17. Spojina po zahtevku 1, označena s tem, da je
R1 = H, R2 = CH(CH3)2, R3 = 4-aminofenil.
18. Spojina po zahtevku 1, označena s tem, da je
Rl = H, R2 = fenil, R3 = 4-acetilaminofenil.
19. Spojina po zahtevku 1, označena s tem, da je
Rl = R2 = CH3, R3 = 4-acetilaminOfenil.
20. Spojina po zahtevku 1, označena s tem, da je
Rl = R2 = CH3, R3 = 4-aminofenil.
21. Spojina po zahtevku 1, označena s tem, daje
Rl, R2 = -(CH2)4-, R3 = 4-acetilaminofenil.
22. Spojina po zahtevku 1, označena s tem, daje
Rl, R2 = -(CH2)5-, R3 = 4-acetilaminofenil.
23. Spojina po zahtevku 1, označena s tem, da je
Rl, R2 = -(CH2)6_> R3 = 4-acetilaminofenil.
24. Novi tetrahidro-[l,3]-dioksepino[5,6-b]azirini s splošno formulo VI kjer imata Rl in R2 pomen označen v zahtevku 1.
25. Spojina po zahtevku 24, označena s tem, da je Rl = R2 = H.
26. Spojina po zahtevku 24, označena s tem, da je Rl ~ H, R2 = CH3.
27. Spojina po zahtevku 24, označena s tem, daje Rl = H, R2 = CH2CH3.
28. Spojina po zahtevku 24, označena s tem, daje Rl = H, R2 - CH(CH3)2·
29. Spojina po zahtevku 24, označena s tem, daje Rl = H, R2 = fenii.
30. Spojina po zahtevku 24, označena s tem, daje Rl « r2 =CH3.
31. Spojina po zahtevku 24, označena s tem, da sta Rl, R2 = -(CH2)4·
32. Spojina po zahtevku 24, označena s tem, da sta Rl, R2 = -(CH2)5·
33. Spojina po zahtevku 24, označena s tem, da sta Rl, R2 = -(CH2)6·
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| YU143391 | 1991-08-22 | ||
| CN92109428A CN1035766C (zh) | 1991-08-22 | 1992-08-22 | N-磺酰基-四氢-[1，3]-二噁庚并[5，6-b]-氮杂环丙因的制备方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SI9111433A SI9111433A (sl) | 1998-04-30 |
| SI9111433B true SI9111433B (sl) | 1999-02-28 |
Family
ID=36790874
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI9111433A SI9111433B (sl) | 1991-08-22 | 1991-08-22 | Novi N-sulfonil-tetrahidro-/1,3/-dioksepino/5,6-b/azirini, postopek priprave, intermediati za njihovo pripravo in uporaba |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US5286744A (sl) |
| EP (1) | EP0641345A1 (sl) |
| JP (1) | JPH08506565A (sl) |
| CN (1) | CN1035766C (sl) |
| BG (1) | BG61570B1 (sl) |
| CA (1) | CA2115269A1 (sl) |
| CZ (1) | CZ39294A3 (sl) |
| HR (1) | HRP930891A2 (sl) |
| HU (1) | HUT70948A (sl) |
| RU (1) | RU2118324C1 (sl) |
| SI (1) | SI9111433B (sl) |
| SK (1) | SK21094A3 (sl) |
| WO (1) | WO1993004067A1 (sl) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0669335A1 (en) * | 1994-02-21 | 1995-08-30 | PLIVA, farmaceutska, kemijska, prehrambena i kozmeticka industrija, dionicko drustvo | N-sulfonyl-tetrahydro-[1,3]-dioxepino [5,6] azirines with hypoglycemic activity |
| HRP940123A2 (en) * | 1994-02-21 | 1997-04-30 | Sour Pliva | New hydroxylamines with hypoglycemic activity |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH503738A (de) * | 1968-03-14 | 1971-02-28 | Ciba Geigy Ag | Verfahren zur Herstellung von neuen Derivaten des Benzolsulfonamids |
| US4389526A (en) * | 1981-08-03 | 1983-06-21 | The Regents Of The University Of California | Intermediates and synthesis of 2-amino-2-deoxytetritols |
| CA1219865A (en) * | 1982-05-14 | 1987-03-31 | Leo Alig | Aziridine phenethanolamine derivatives |
| DE3624912A1 (de) * | 1986-07-23 | 1988-02-04 | Studiengesellschaft Kohle Mbh | Optisch reine 1,3-dioxenone, verfahren zu ihrer herstellung und ihre verwendung |
-
1991
- 1991-08-22 SI SI9111433A patent/SI9111433B/sl unknown
-
1992
- 1992-08-20 SK SK210-94A patent/SK21094A3/sk unknown
- 1992-08-20 CA CA002115269A patent/CA2115269A1/en not_active Abandoned
- 1992-08-20 RU RU94043428A patent/RU2118324C1/ru active
- 1992-08-20 WO PCT/EP1992/001913 patent/WO1993004067A1/en not_active Application Discontinuation
- 1992-08-20 EP EP92917719A patent/EP0641345A1/en not_active Withdrawn
- 1992-08-20 JP JP5504124A patent/JPH08506565A/ja active Pending
- 1992-08-20 CZ CS94392A patent/CZ39294A3/cs unknown
- 1992-08-20 US US07/932,482 patent/US5286744A/en not_active Expired - Fee Related
- 1992-08-20 HU HU9402713A patent/HUT70948A/hu unknown
- 1992-08-22 CN CN92109428A patent/CN1035766C/zh not_active Expired - Fee Related
-
1993
- 1993-05-13 HR HR930891A patent/HRP930891A2/xx not_active Application Discontinuation
-
1994
- 1994-03-01 BG BG98627A patent/BG61570B1/bg unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPH08506565A (ja) | 1996-07-16 |
| SK21094A3 (en) | 1995-08-09 |
| BG61570B1 (en) | 1997-12-30 |
| HUT70948A (en) | 1995-11-28 |
| US5286744A (en) | 1994-02-15 |
| EP0641345A1 (en) | 1995-03-08 |
| RU94043428A (ru) | 1996-06-20 |
| HRP930891A2 (en) | 1996-04-30 |
| WO1993004067A1 (en) | 1993-03-04 |
| RU2118324C1 (ru) | 1998-08-27 |
| CA2115269A1 (en) | 1993-03-04 |
| CN1035766C (zh) | 1997-09-03 |
| CZ39294A3 (en) | 1995-01-18 |
| CN1083065A (zh) | 1994-03-02 |
| BG98627A (bg) | 1995-06-30 |
| SI9111433A (sl) | 1998-04-30 |
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