GB1395641A - 2-anilino-benzoxazoles - Google Patents
2-anilino-benzoxazolesInfo
- Publication number
- GB1395641A GB1395641A GB2047172A GB2047172A GB1395641A GB 1395641 A GB1395641 A GB 1395641A GB 2047172 A GB2047172 A GB 2047172A GB 2047172 A GB2047172 A GB 2047172A GB 1395641 A GB1395641 A GB 1395641A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- carboxy
- hydrogen atom
- chloro
- alkoxy
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- BFLIOKCEGCUTNH-UHFFFAOYSA-N n-phenyl-1,3-benzoxazol-2-amine Chemical class N=1C2=CC=CC=C2OC=1NC1=CC=CC=C1 BFLIOKCEGCUTNH-UHFFFAOYSA-N 0.000 title abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 10
- 125000004455 (C1-C3) alkylthio group Chemical group 0.000 abstract 4
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 3
- 239000012312 sodium hydride Substances 0.000 abstract 3
- 229910000104 sodium hydride Inorganic materials 0.000 abstract 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 125000001153 fluoro group Chemical group F* 0.000 abstract 2
- MPPPKRYCTPRNTB-UHFFFAOYSA-N 1-bromobutane Chemical compound CCCCBr MPPPKRYCTPRNTB-UHFFFAOYSA-N 0.000 abstract 1
- BBVQDWDBTWSGHQ-UHFFFAOYSA-N 2-chloro-1,3-benzoxazole Chemical compound C1=CC=C2OC(Cl)=NC2=C1 BBVQDWDBTWSGHQ-UHFFFAOYSA-N 0.000 abstract 1
- ASPDJZINBYYZRU-UHFFFAOYSA-N 5-amino-2-chlorobenzotrifluoride Chemical compound NC1=CC=C(Cl)C(C(F)(F)F)=C1 ASPDJZINBYYZRU-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 241001465754 Metazoa Species 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 230000003509 anti-fertility effect Effects 0.000 abstract 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- HXYBRYHJZJNUNP-UHFFFAOYSA-N ethyl 2-[N-(1,3-benzoxazol-2-yl)-4-chloro-3-(trifluoromethyl)anilino]acetate Chemical compound C(C)OC(=O)CN(C1=CC(=C(C=C1)Cl)C(F)(F)F)C=1OC2=C(N1)C=CC=C2 HXYBRYHJZJNUNP-UHFFFAOYSA-N 0.000 abstract 1
- PQJJJMRNHATNKG-UHFFFAOYSA-N ethyl bromoacetate Chemical compound CCOC(=O)CBr PQJJJMRNHATNKG-UHFFFAOYSA-N 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 229960003444 immunosuppressant agent Drugs 0.000 abstract 1
- 230000001861 immunosuppressant effect Effects 0.000 abstract 1
- 239000003018 immunosuppressive agent Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- DOLUWBRDYALNBW-UHFFFAOYSA-N n-[4-chloro-3-(trifluoromethyl)phenyl]-1,3-benzoxazol-2-amine Chemical compound C1=C(Cl)C(C(F)(F)F)=CC(NC=2OC3=CC=CC=C3N=2)=C1 DOLUWBRDYALNBW-UHFFFAOYSA-N 0.000 abstract 1
- LADOUOSIEVINBE-UHFFFAOYSA-N n-butyl-4-chloro-3-(trifluoromethyl)aniline Chemical compound CCCCNC1=CC=C(Cl)C(C(F)(F)F)=C1 LADOUOSIEVINBE-UHFFFAOYSA-N 0.000 abstract 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/58—Benzoxazoles; Hydrogenated benzoxazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14028971A | 1971-05-04 | 1971-05-04 | |
| US18854471A | 1971-10-12 | 1971-10-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1395641A true GB1395641A (en) | 1975-05-29 |
Family
ID=26838048
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2047172A Expired GB1395641A (en) | 1971-05-04 | 1972-05-03 | 2-anilino-benzoxazoles |
Country Status (12)
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6518291B1 (en) * | 1997-03-14 | 2003-02-11 | Vertex Pharmaceuticals, Incorporated | Inhibitors of IMPDH enzyme |
| EP1366766A1 (en) * | 1997-03-14 | 2003-12-03 | Vertex Pharmaceuticals Incorporated | Inhibitors of IMPDH enzyme |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5807876A (en) | 1996-04-23 | 1998-09-15 | Vertex Pharmaceuticals Incorporated | Inhibitors of IMPDH enzyme |
| CN1515248A (zh) | 1996-04-23 | 2004-07-28 | ��̩��˹ҩ��ɷ�����˾ | 用作肌苷-5'-一磷酸脱氢酶抑制剂的脲衍生物 |
| US5932600A (en) * | 1997-03-14 | 1999-08-03 | Vertex Pharmaceuticals Incorporated | Inhibitors of IMPDH enzyme |
| GB0401334D0 (en) * | 2004-01-21 | 2004-02-25 | Novartis Ag | Organic compounds |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB873210A (en) * | 1957-04-01 | 1961-07-19 | Merck & Co Inc | Benzoxazoles |
-
1972
- 1972-05-01 IL IL39336A patent/IL39336A0/xx unknown
- 1972-05-01 CA CA140,955A patent/CA985286A/en not_active Expired
- 1972-05-02 AU AU41796/72A patent/AU4179672A/en not_active Expired
- 1972-05-03 ES ES402343A patent/ES402343A1/es not_active Expired
- 1972-05-03 BE BE782934A patent/BE782934A/xx unknown
- 1972-05-03 AT AT383072A patent/AT322549B/de not_active IP Right Cessation
- 1972-05-03 GB GB2047172A patent/GB1395641A/en not_active Expired
- 1972-05-04 NL NL7206048A patent/NL7206048A/xx unknown
- 1972-05-04 DD DD162748A patent/DD102700A5/xx unknown
- 1972-05-04 DE DE19722221866 patent/DE2221866A1/de active Pending
- 1972-05-04 FR FR7215934A patent/FR2135296B1/fr not_active Expired
-
1974
- 1974-11-18 SE SE7414459A patent/SE7414459L/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6518291B1 (en) * | 1997-03-14 | 2003-02-11 | Vertex Pharmaceuticals, Incorporated | Inhibitors of IMPDH enzyme |
| EP1366766A1 (en) * | 1997-03-14 | 2003-12-03 | Vertex Pharmaceuticals Incorporated | Inhibitors of IMPDH enzyme |
Also Published As
| Publication number | Publication date |
|---|---|
| AT322549B (de) | 1975-05-26 |
| DD102700A5 (enrdf_load_stackoverflow) | 1973-12-20 |
| FR2135296B1 (enrdf_load_stackoverflow) | 1975-12-26 |
| IL39336A0 (en) | 1972-07-26 |
| DE2221866A1 (de) | 1972-12-07 |
| SE7414459L (enrdf_load_stackoverflow) | 1974-11-18 |
| ES402343A1 (es) | 1976-02-01 |
| BE782934A (fr) | 1972-11-03 |
| FR2135296A1 (enrdf_load_stackoverflow) | 1972-12-15 |
| CA985286A (en) | 1976-03-09 |
| AU4179672A (en) | 1973-11-08 |
| NL7206048A (enrdf_load_stackoverflow) | 1972-11-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |