JP6126528B2 - 神経新生促進化合物 - Google Patents
神経新生促進化合物 Download PDFInfo
- Publication number
- JP6126528B2 JP6126528B2 JP2013518827A JP2013518827A JP6126528B2 JP 6126528 B2 JP6126528 B2 JP 6126528B2 JP 2013518827 A JP2013518827 A JP 2013518827A JP 2013518827 A JP2013518827 A JP 2013518827A JP 6126528 B2 JP6126528 B2 JP 6126528B2
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- JP
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- Prior art keywords
- carbazol
- dibromo
- alkyl
- propan
- optionally substituted
- Prior art date
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- 0 COc1cccc(NC*[C@](C[n](c(ccc(Br)c2)c2c2c3)c2ccc3Br)O)c1 Chemical compound COc1cccc(NC*[C@](C[n](c(ccc(Br)c2)c2c2c3)c2ccc3Br)O)c1 0.000 description 7
- SSUUCJHSTMIBDY-UHFFFAOYSA-N CC(C)NCC(C[n](c(ccc(Br)c1)c1c1c2)c1ccc2Br)O Chemical compound CC(C)NCC(C[n](c(ccc(Br)c1)c1c1c2)c1ccc2Br)O SSUUCJHSTMIBDY-UHFFFAOYSA-N 0.000 description 1
- JKFUEKRIPGEQIO-UHFFFAOYSA-N CC1(CNc2cccc(OC)c2)OC1 Chemical compound CC1(CNc2cccc(OC)c2)OC1 JKFUEKRIPGEQIO-UHFFFAOYSA-N 0.000 description 1
- TVASIOOUTVYTDS-UHFFFAOYSA-N CC12N(CCC(CNc3ccccc3)O)c(ccc(Br)c3)c3C1=CC(Br)=CC2 Chemical compound CC12N(CCC(CNc3ccccc3)O)c(ccc(Br)c3)c3C1=CC(Br)=CC2 TVASIOOUTVYTDS-UHFFFAOYSA-N 0.000 description 1
- WHMSIVWKUGVDBF-UHFFFAOYSA-N CCCc1cnc(C=C)cc1 Chemical compound CCCc1cnc(C=C)cc1 WHMSIVWKUGVDBF-UHFFFAOYSA-N 0.000 description 1
- AVUQKUDMEMXZEB-UHFFFAOYSA-N CCOC(N(CC1)Cc2c1[n](CC(CNc1cc(OC)ccc1)O)c1ccc(C)cc21)=O Chemical compound CCOC(N(CC1)Cc2c1[n](CC(CNc1cc(OC)ccc1)O)c1ccc(C)cc21)=O AVUQKUDMEMXZEB-UHFFFAOYSA-N 0.000 description 1
- RZXHSNATWAHEHW-UHFFFAOYSA-N CN(C)C(COc(cc1)ccc1NCC(C[n]1c(ccc([Br]=C)c2)c2c2cc(C=[BrH])ccc12)F)=O Chemical compound CN(C)C(COc(cc1)ccc1NCC(C[n]1c(ccc([Br]=C)c2)c2c2cc(C=[BrH])ccc12)F)=O RZXHSNATWAHEHW-UHFFFAOYSA-N 0.000 description 1
- YDJMAPWUQBJKRJ-UHFFFAOYSA-N CN(C)c1ccc(C(CC(NCCCCCOc2cccc(NCC(C[n](c(ccc(Br)c3)c3c3c4)c3ccc4Br)O)c2)=O)=CC(O2)=O)c2c1 Chemical compound CN(C)c1ccc(C(CC(NCCCCCOc2cccc(NCC(C[n](c(ccc(Br)c3)c3c3c4)c3ccc4Br)O)c2)=O)=CC(O2)=O)c2c1 YDJMAPWUQBJKRJ-UHFFFAOYSA-N 0.000 description 1
- RPJISXRYDLDQJP-UHFFFAOYSA-N COCCOCCOc(cc1)ccc1NCC(C[n](c(ccc(Br)c1)c1c1c2)c1ccc2Br)F Chemical compound COCCOCCOc(cc1)ccc1NCC(C[n](c(ccc(Br)c1)c1c1c2)c1ccc2Br)F RPJISXRYDLDQJP-UHFFFAOYSA-N 0.000 description 1
- IXEGQMKNAMCADM-WJOKGBTCSA-N CO[C@@](C(F)(F)F)(C(N(CCC[n]1c(ccc(Br)c2)c2c2c1ccc(Br)c2)c1cccc(OC)c1)=O)c1ccccc1 Chemical compound CO[C@@](C(F)(F)F)(C(N(CCC[n]1c(ccc(Br)c2)c2c2c1ccc(Br)c2)c1cccc(OC)c1)=O)c1ccccc1 IXEGQMKNAMCADM-WJOKGBTCSA-N 0.000 description 1
- PUZKLEVVPXPHBF-UHFFFAOYSA-N COc(cc1)ccc1SCC(C[n](c(ccc(Br)c1)c1c1c2)c1ccc2Br)F Chemical compound COc(cc1)ccc1SCC(C[n](c(ccc(Br)c1)c1c1c2)c1ccc2Br)F PUZKLEVVPXPHBF-UHFFFAOYSA-N 0.000 description 1
- LEICNUMXFWNCSJ-UHFFFAOYSA-N COc1cccc(NCC(C[n](c(ccc(Br)c2)c2c2c3)c2ccc3Br)O)c1 Chemical compound COc1cccc(NCC(C[n](c(ccc(Br)c2)c2c2c3)c2ccc3Br)O)c1 LEICNUMXFWNCSJ-UHFFFAOYSA-N 0.000 description 1
- JXJHRNXRRXOEIB-UHFFFAOYSA-N Cc(cccc1)c1NCC(C[n]1c(ccc(Br)c2)c2c2c1ccc(Br)c2)O Chemical compound Cc(cccc1)c1NCC(C[n]1c(ccc(Br)c2)c2c2c1ccc(Br)c2)O JXJHRNXRRXOEIB-UHFFFAOYSA-N 0.000 description 1
- RHEAMHUORDACEJ-UHFFFAOYSA-N Cc1cc(NCC(C[n]2c(ccc(Br)c3)c3c3c2ccc(Br)c3)O)ccc1 Chemical compound Cc1cc(NCC(C[n]2c(ccc(Br)c3)c3c3c2ccc(Br)c3)O)ccc1 RHEAMHUORDACEJ-UHFFFAOYSA-N 0.000 description 1
- WFQNBTJJPSZIRR-UHFFFAOYSA-N Cc1ccc2[n](CC(CNc3ccccc3)O)c(CCN(C)C3)c3c2c1 Chemical compound Cc1ccc2[n](CC(CNc3ccccc3)O)c(CCN(C)C3)c3c2c1 WFQNBTJJPSZIRR-UHFFFAOYSA-N 0.000 description 1
- ZASIEFMZSVPAIK-UHFFFAOYSA-N Cc1cccc(NCC(C[n](c(ccc(Br)c2)c2c2c3)c2ccc3Br)O)c1C Chemical compound Cc1cccc(NCC(C[n](c(ccc(Br)c2)c2c2c3)c2ccc3Br)O)c1C ZASIEFMZSVPAIK-UHFFFAOYSA-N 0.000 description 1
- MTWHBGMDPDBUGJ-UHFFFAOYSA-N FC(C[n](c(c(c1c2)c3)ccc3Br)c1ccc2Br)COc1ccccc1 Chemical compound FC(C[n](c(c(c1c2)c3)ccc3Br)c1ccc2Br)COc1ccccc1 MTWHBGMDPDBUGJ-UHFFFAOYSA-N 0.000 description 1
- KXWODUXETFIIIO-UHFFFAOYSA-N Nc(cc1)ccc1SCC(C[n](c(ccc(Br)c1)c1c1c2)c1ccc2Br)O Chemical compound Nc(cc1)ccc1SCC(C[n](c(ccc(Br)c1)c1c1c2)c1ccc2Br)O KXWODUXETFIIIO-UHFFFAOYSA-N 0.000 description 1
- ZPSDTWQCLFNWOF-UHFFFAOYSA-N O=C(C[n](c(ccc(Br)c1)c1c1c2)c1ccc2Br)Nc1ccccc1 Chemical compound O=C(C[n](c(ccc(Br)c1)c1c1c2)c1ccc2Br)Nc1ccccc1 ZPSDTWQCLFNWOF-UHFFFAOYSA-N 0.000 description 1
- PCYQCTVTDBUOQY-UHFFFAOYSA-N OC(CCNc1ccccc1)CN(C1C=CC(Br)=CC1c1c2)c1ccc2Br Chemical compound OC(CCNc1ccccc1)CN(C1C=CC(Br)=CC1c1c2)c1ccc2Br PCYQCTVTDBUOQY-UHFFFAOYSA-N 0.000 description 1
- UXKLJRMGMUBVRB-UHFFFAOYSA-N OC(CNc(cc1)ccc1Br)C[n](c(ccc(Br)c1)c1c1c2)c1ccc2Br Chemical compound OC(CNc(cc1)ccc1Br)C[n](c(ccc(Br)c1)c1c1c2)c1ccc2Br UXKLJRMGMUBVRB-UHFFFAOYSA-N 0.000 description 1
- XRMROANJXRJLPD-UHFFFAOYSA-N OC(CNc1ccccc1)CCl Chemical compound OC(CNc1ccccc1)CCl XRMROANJXRJLPD-UHFFFAOYSA-N 0.000 description 1
- HBKIJADBNAGLQJ-UHFFFAOYSA-N OC(CNc1ncccc1)C[n]1c(ccc(Br)c2)c2c2cc(Br)ccc12 Chemical compound OC(CNc1ncccc1)C[n]1c(ccc(Br)c2)c2c2cc(Br)ccc12 HBKIJADBNAGLQJ-UHFFFAOYSA-N 0.000 description 1
- TYNCPIWPEXSEIF-UHFFFAOYSA-N OC(C[n](c(c(c1c2)c3)ccc3Br)c1ccc2Br)COc1ccccc1 Chemical compound OC(C[n](c(c(c1c2)c3)ccc3Br)c1ccc2Br)COc1ccccc1 TYNCPIWPEXSEIF-UHFFFAOYSA-N 0.000 description 1
- CIBNXHQFLLGKAC-UHFFFAOYSA-N OC(C[n](c(ccc(Br)c1)c1c1c2)c1ccc2Br)CSc1cc(O)ccc1 Chemical compound OC(C[n](c(ccc(Br)c1)c1c1c2)c1ccc2Br)CSc1cc(O)ccc1 CIBNXHQFLLGKAC-UHFFFAOYSA-N 0.000 description 1
- DXYHCBLNHSIWFI-UHFFFAOYSA-N OC(C[n]1c(cccc2)c2c2c1cccc2)COc1ccccc1 Chemical compound OC(C[n]1c(cccc2)c2c2c1cccc2)COc1ccccc1 DXYHCBLNHSIWFI-UHFFFAOYSA-N 0.000 description 1
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- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
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- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/82—Carbazoles; Hydrogenated carbazoles
- C07D209/88—Carbazoles; Hydrogenated carbazoles 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 to carbon atoms of the ring system
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- A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
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| JP2013541495A (ja) | 2013-11-14 |
| AU2011274787B2 (en) | 2016-06-16 |
| CN103415289B (zh) | 2017-04-12 |
| IL223783B (en) | 2018-06-28 |
| US9446022B2 (en) | 2016-09-20 |
| EP2590647A2 (en) | 2013-05-15 |
| BR112013000414A2 (pt) | 2016-05-17 |
| IL223783A0 (en) | 2013-03-05 |
| CA2804161A1 (en) | 2012-01-12 |
| US20120022096A1 (en) | 2012-01-26 |
| EP2590647A4 (en) | 2014-05-21 |
| US9095572B2 (en) | 2015-08-04 |
| DK2590647T3 (en) | 2018-02-12 |
| CN103415289A (zh) | 2013-11-27 |
| WO2012006419A2 (en) | 2012-01-12 |
| WO2012006419A3 (en) | 2013-08-01 |
| US20160074361A1 (en) | 2016-03-17 |
| US20160362373A1 (en) | 2016-12-15 |
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