DD144669A5 - Verfahren zur herstellung aminosubstituierter 4,5,6,7-tetrahydro-1h(oder 2h)-indazole der formeln i und ii - Google Patents
Verfahren zur herstellung aminosubstituierter 4,5,6,7-tetrahydro-1h(oder 2h)-indazole der formeln i und ii Download PDFInfo
- Publication number
- DD144669A5 DD144669A5 DD79213990A DD21399079A DD144669A5 DD 144669 A5 DD144669 A5 DD 144669A5 DD 79213990 A DD79213990 A DD 79213990A DD 21399079 A DD21399079 A DD 21399079A DD 144669 A5 DD144669 A5 DD 144669A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- tetrahydro
- indazole
- amino
- formulas
- propyl
- Prior art date
Links
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- 125000005341 metaphosphate group Chemical group 0.000 description 1
- 238000005649 metathesis reaction Methods 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-M methanesulfonate group Chemical class CS(=O)(=O)[O-] AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 description 1
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical class COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- XCVNDBIXFPGMIW-UHFFFAOYSA-N n-ethylpropan-1-amine Chemical group CCCNCC XCVNDBIXFPGMIW-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- KVBGVZZKJNLNJU-UHFFFAOYSA-N naphthalene-2-sulfonic acid Chemical class C1=CC=CC2=CC(S(=O)(=O)O)=CC=C21 KVBGVZZKJNLNJU-UHFFFAOYSA-N 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical class CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000003891 oxalate salts Chemical class 0.000 description 1
- DIVDFFZHCJEHGG-UHFFFAOYSA-N oxidopamine Chemical compound NCCC1=CC(O)=C(O)C=C1O DIVDFFZHCJEHGG-UHFFFAOYSA-N 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 229940124531 pharmaceutical excipient Drugs 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- DYUMLJSJISTVPV-UHFFFAOYSA-N phenyl propanoate Chemical class CCC(=O)OC1=CC=CC=C1 DYUMLJSJISTVPV-UHFFFAOYSA-N 0.000 description 1
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical class OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- KCXFHTAICRTXLI-UHFFFAOYSA-N propane-1-sulfonic acid Chemical class CCCS(O)(=O)=O KCXFHTAICRTXLI-UHFFFAOYSA-N 0.000 description 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 1
- 229940080818 propionamide Drugs 0.000 description 1
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UORVCLMRJXCDCP-UHFFFAOYSA-N propynoic acid Chemical class OC(=O)C#C UORVCLMRJXCDCP-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000006268 reductive amination reaction Methods 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical class OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical class OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- YRTWNFXASSUQEW-UHFFFAOYSA-M sodium;methanol;acetate Chemical compound [Na+].OC.CC([O-])=O YRTWNFXASSUQEW-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000013222 sprague-dawley male rat Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical class OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 1
- 150000003890 succinate salts Chemical class 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-M toluenesulfonate group Chemical group C=1(C(=CC=CC1)S(=O)(=O)[O-])C LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 description 1
- 238000009966 trimming Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- GDJZZWYLFXAGFH-UHFFFAOYSA-M xylenesulfonate group Chemical group C1(C(C=CC=C1)C)(C)S(=O)(=O)[O-] GDJZZWYLFXAGFH-UHFFFAOYSA-M 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
- C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US506479A | 1979-01-22 | 1979-01-22 | |
| US06/020,559 US4276300A (en) | 1979-01-22 | 1979-03-15 | Amino-substituted-4,5,6,7-tetrahydro-1H (or 2H)-indazoles |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD144669A5 true DD144669A5 (de) | 1980-10-29 |
Family
ID=26673876
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD79213990A DD144669A5 (de) | 1979-01-22 | 1979-06-29 | Verfahren zur herstellung aminosubstituierter 4,5,6,7-tetrahydro-1h(oder 2h)-indazole der formeln i und ii |
| DD79217947A DD148047A5 (de) | 1979-01-22 | 1979-06-29 | Verfahren zur herstellung substituierter 4,5,6,7-tetrahydro-1 h(oder 2h)-indazole |
| DD79217949A DD148049A5 (de) | 1979-01-22 | 1979-06-29 | Verfahren zur herstellung von 6-alkoxy- 4,5-dihydro-1h(oder2h)-indazolen |
| DD79217948A DD148048A5 (de) | 1979-01-22 | 1979-06-29 | Verfahren zur herstellung von 6-oxo-4,5,6,7-tetrahydro-1 h(oder 2 h)-indazolen |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD79217947A DD148047A5 (de) | 1979-01-22 | 1979-06-29 | Verfahren zur herstellung substituierter 4,5,6,7-tetrahydro-1 h(oder 2h)-indazole |
| DD79217949A DD148049A5 (de) | 1979-01-22 | 1979-06-29 | Verfahren zur herstellung von 6-alkoxy- 4,5-dihydro-1h(oder2h)-indazolen |
| DD79217948A DD148048A5 (de) | 1979-01-22 | 1979-06-29 | Verfahren zur herstellung von 6-oxo-4,5,6,7-tetrahydro-1 h(oder 2 h)-indazolen |
Country Status (28)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4622398A (en) * | 1985-06-24 | 1986-11-11 | Eli Lilly And Company | Dialkylaminotetrahydroquinazoline |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL6707299A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1966-07-16 | 1968-01-17 |
-
1979
- 1979-03-15 US US06/020,559 patent/US4276300A/en not_active Expired - Lifetime
- 1979-06-26 DK DK268279A patent/DK149848C/da not_active IP Right Cessation
- 1979-06-26 HU HU832080A patent/HU186710B/hu not_active IP Right Cessation
- 1979-06-26 NZ NZ199870A patent/NZ199870A/en unknown
- 1979-06-26 PT PT69827A patent/PT69827A/pt unknown
- 1979-06-26 CA CA000330568A patent/CA1120932A/en not_active Expired
- 1979-06-26 IL IL57666A patent/IL57666A/xx unknown
- 1979-06-26 NZ NZ190833A patent/NZ190833A/en unknown
- 1979-06-27 FR FR7916574A patent/FR2446824A1/fr active Granted
- 1979-06-27 RO RO79102333A patent/RO80296A/ro unknown
- 1979-06-27 RO RO7997975A patent/RO77324A/ro unknown
- 1979-06-27 LU LU81441A patent/LU81441A1/xx unknown
- 1979-06-27 AU AU48443/79A patent/AU522610B2/en not_active Ceased
- 1979-06-27 RO RO79102332A patent/RO80295A/ro unknown
- 1979-06-27 EG EG385/79A patent/EG14280A/xx active
- 1979-06-27 PH PH22697A patent/PH15816A/en unknown
- 1979-06-27 RO RO1979102331A patent/RO80294A/ro unknown
- 1979-06-28 GR GR59464A patent/GR72470B/el unknown
- 1979-06-28 BG BG045171A patent/BG32566A3/xx unknown
- 1979-06-28 FI FI792048A patent/FI792048A7/fi not_active Application Discontinuation
- 1979-06-28 DE DE7979301252T patent/DE2964668D1/de not_active Expired
- 1979-06-28 EP EP79301252A patent/EP0013789B1/en not_active Expired
- 1979-06-28 BG BG045173A patent/BG32568A3/xx unknown
- 1979-06-28 AT AT0452679A patent/AT364827B/de not_active IP Right Cessation
- 1979-06-28 GB GB7922531A patent/GB2040916B/en not_active Expired
- 1979-06-28 BG BG044132A patent/BG32564A3/xx unknown
- 1979-06-28 CH CH605879A patent/CH642951A5/fr not_active IP Right Cessation
- 1979-06-28 BG BG045170A patent/BG32565A3/xx unknown
- 1979-06-28 BG BG045172A patent/BG32567A3/xx unknown
- 1979-06-28 BE BE1/9439A patent/BE877330A/xx not_active IP Right Cessation
- 1979-06-29 AR AR277114A patent/AR223977A1/es active
- 1979-06-29 ES ES482086A patent/ES482086A1/es not_active Expired
- 1979-06-29 PL PL1979216717A patent/PL118618B1/pl unknown
- 1979-06-29 DD DD79213990A patent/DD144669A5/de unknown
- 1979-06-29 ZA ZA793245A patent/ZA793245B/xx unknown
- 1979-06-29 ES ES482088A patent/ES482088A1/es not_active Expired
- 1979-06-29 DD DD79217947A patent/DD148047A5/de unknown
- 1979-06-29 ES ES482082A patent/ES482082A1/es not_active Expired
- 1979-06-29 DD DD79217949A patent/DD148049A5/de unknown
- 1979-06-29 DD DD79217948A patent/DD148048A5/de unknown
- 1979-08-08 IE IE1211/79A patent/IE48358B1/en unknown
- 1979-11-06 FR FR7927316A patent/FR2446827A1/fr active Granted
- 1979-11-06 FR FR7927314A patent/FR2446825A1/fr active Granted
- 1979-11-06 FR FR7927315A patent/FR2446826A1/fr active Granted
-
1980
- 1980-01-21 PH PH23527A patent/PH15880A/en unknown
- 1980-06-27 RO RO80102334A patent/RO80297A/ro unknown
-
1983
- 1983-03-30 GB GB08308859A patent/GB2118547B/en not_active Expired
- 1983-08-22 CH CH457383A patent/CH646955A5/fr not_active IP Right Cessation
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