GB1226462A - - Google Patents
Info
- Publication number
- GB1226462A GB1226462A GB1226462DA GB1226462A GB 1226462 A GB1226462 A GB 1226462A GB 1226462D A GB1226462D A GB 1226462DA GB 1226462 A GB1226462 A GB 1226462A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxy
- methyl
- chlorobenzoyl
- acid
- methoxy
- 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
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- KSIJECNNZVKMJG-YFKPBYRVSA-N (2s)-2-azaniumyl-5-oxohexanoate Chemical compound CC(=O)CC[C@H](N)C(O)=O KSIJECNNZVKMJG-YFKPBYRVSA-N 0.000 abstract 2
- XKHGLWVOOXPLCK-UHFFFAOYSA-N 2-(1h-indol-2-yl)acetaldehyde Chemical class C1=CC=C2NC(CC=O)=CC2=C1 XKHGLWVOOXPLCK-UHFFFAOYSA-N 0.000 abstract 2
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 abstract 2
- ATTZFSUZZUNHBP-UHFFFAOYSA-N Piperonyl sulfoxide Chemical compound CCCCCCCCS(=O)C(C)CC1=CC=C2OCOC2=C1 ATTZFSUZZUNHBP-UHFFFAOYSA-N 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 125000003282 alkyl amino group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 abstract 2
- 230000002140 halogenating effect Effects 0.000 abstract 2
- -1 hydroxy, amino Chemical group 0.000 abstract 2
- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 abstract 2
- 239000007800 oxidant agent Substances 0.000 abstract 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- RHDMRYZUZZIEFL-UHFFFAOYSA-N (4-chlorophenyl)-[3-(2,3-dihydroxypropyl)-5-methoxy-2-methylindol-1-yl]methanone Chemical compound ClC1=CC=C(C(=O)N2C(=C(C3=CC(=CC=C23)OC)CC(CO)O)C)C=C1 RHDMRYZUZZIEFL-UHFFFAOYSA-N 0.000 abstract 1
- JIAQEPVMVLWTJM-UHFFFAOYSA-N (4-chlorophenyl)-[3-(2-hydroxyethyl)-5-methoxy-2-methylindol-1-yl]methanone Chemical compound CC1=C(CCO)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 JIAQEPVMVLWTJM-UHFFFAOYSA-N 0.000 abstract 1
- 125000000242 4-chlorobenzoyl group Chemical group ClC1=CC=C(C(=O)*)C=C1 0.000 abstract 1
- RNDVGJZUHCKENF-UHFFFAOYSA-N 5-hexen-2-one Chemical compound CC(=O)CCC=C RNDVGJZUHCKENF-UHFFFAOYSA-N 0.000 abstract 1
- JSHPTIGHEWEXRW-UHFFFAOYSA-N 5-hydroxypentan-2-one Chemical compound CC(=O)CCCO JSHPTIGHEWEXRW-UHFFFAOYSA-N 0.000 abstract 1
- JRNVZBWKYDBUCA-UHFFFAOYSA-N N-chlorosuccinimide Chemical group ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000003435 aroyl group Chemical group 0.000 abstract 1
- 150000001718 carbodiimides Chemical class 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 abstract 1
- YVWRXPVRQYQNRG-UHFFFAOYSA-N diethyl 2-acetamido-2-(3-oxobutyl)propanedioate Chemical compound C(C)(=O)NC(CCC(C)=O)(C(=O)OCC)C(=O)OCC YVWRXPVRQYQNRG-UHFFFAOYSA-N 0.000 abstract 1
- ISOLMABRZPQKOV-UHFFFAOYSA-N diethyl 2-acetamidopropanedioate Chemical compound CCOC(=O)C(NC(C)=O)C(=O)OCC ISOLMABRZPQKOV-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Inorganic materials Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 abstract 1
- JEHCHYAKAXDFKV-UHFFFAOYSA-J lead tetraacetate Chemical compound CC(=O)O[Pb](OC(C)=O)(OC(C)=O)OC(C)=O JEHCHYAKAXDFKV-UHFFFAOYSA-J 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000012285 osmium tetroxide Substances 0.000 abstract 1
- 229910000489 osmium tetroxide Inorganic materials 0.000 abstract 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 abstract 1
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/12—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/20—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals substituted additionally by nitrogen atoms, e.g. tryptophane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA17167 | 1968-04-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1226462A true GB1226462A (enrdf_load_stackoverflow) | 1971-03-31 |
Family
ID=4084168
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1226462D Expired GB1226462A (enrdf_load_stackoverflow) | 1968-04-09 | 1969-04-02 |
Country Status (5)
| Country | Link |
|---|---|
| CH (1) | CH521965A (enrdf_load_stackoverflow) |
| DE (1) | DE1917128A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2005861A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1226462A (enrdf_load_stackoverflow) |
| NL (1) | NL6904772A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US12331020B2 (en) | 2020-12-31 | 2025-06-17 | 1280225 B.C. Ltd. | Method of synthesizing indole compounds |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2768499A4 (en) | 2011-10-17 | 2015-08-26 | Univ Vanderbilt | INDOMETHACIN ANALOGUE FOR THE TREATMENT OF CASTRATION RESISTANT PROSTATE CANCER |
-
1969
- 1969-03-27 NL NL6904772A patent/NL6904772A/xx unknown
- 1969-04-02 DE DE19691917128 patent/DE1917128A1/de active Pending
- 1969-04-02 GB GB1226462D patent/GB1226462A/en not_active Expired
- 1969-04-08 FR FR6910751A patent/FR2005861A1/fr not_active Withdrawn
- 1969-04-08 CH CH526569A patent/CH521965A/de not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US12331020B2 (en) | 2020-12-31 | 2025-06-17 | 1280225 B.C. Ltd. | Method of synthesizing indole compounds |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2005861A1 (enrdf_load_stackoverflow) | 1969-12-19 |
| NL6904772A (enrdf_load_stackoverflow) | 1969-10-13 |
| CH521965A (de) | 1972-04-30 |
| DE1917128A1 (de) | 1969-10-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |