RU99113936A - 1,4-DIAZABICYCLO DERIVATIVES [2.2.2.] OCT-2-ylmethylbenzoate, their production and therapeutic use - Google Patents
1,4-DIAZABICYCLO DERIVATIVES [2.2.2.] OCT-2-ylmethylbenzoate, their production and therapeutic useInfo
- Publication number
- RU99113936A RU99113936A RU99113936/04A RU99113936A RU99113936A RU 99113936 A RU99113936 A RU 99113936A RU 99113936/04 A RU99113936/04 A RU 99113936/04A RU 99113936 A RU99113936 A RU 99113936A RU 99113936 A RU99113936 A RU 99113936A
- Authority
- RU
- Russia
- Prior art keywords
- diazabicyclo
- ylmethylbenzoate
- oct
- production
- therapeutic use
- Prior art date
Links
- -1 OCT-2-ylmethylbenzoate Chemical compound 0.000 title 1
- 230000001225 therapeutic effect Effects 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 4
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- MPJZCYUPWINKPK-UHFFFAOYSA-N 1,4-diazabicyclo[2.2.2]octan-3-ylmethanol Chemical compound C1CN2C(CO)CN1CC2 MPJZCYUPWINKPK-UHFFFAOYSA-N 0.000 claims 1
- IOHPVZBSOKLVMN-UHFFFAOYSA-N 2-(2-phenylethyl)benzoic acid Chemical compound OC(=O)C1=CC=CC=C1CCC1=CC=CC=C1 IOHPVZBSOKLVMN-UHFFFAOYSA-N 0.000 claims 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- HXGLXQDKRXSLFI-UHFFFAOYSA-N ethyl 1,4-diazabicyclo[2.2.2]octane-3-carboxylate Chemical compound C1CN2C(C(=O)OCC)CN1CC2 HXGLXQDKRXSLFI-UHFFFAOYSA-N 0.000 claims 1
- OENICUBCLXKLJQ-UHFFFAOYSA-N ethyl 2,3-dibromopropanoate Chemical compound CCOC(=O)C(Br)CBr OENICUBCLXKLJQ-UHFFFAOYSA-N 0.000 claims 1
- 239000012458 free base Substances 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
Claims (4)
в которой R1 представляет собой метильную группу;
X1 представляет собой атом водорода, или
OR1 и X1 вместе образуют группу формулы -O(СН2)2-, -O(СН2)3-, -O(CH2)2O- или -O(СН2)3О-,
Х2 представляет собой атом водорода или аминогруппу, и
Х3 представляет собой атом галогена,
в форме свободного основания или соли присоединения к кислоте.1. A compound, in the form of a pure enantiomer or a mixture of enantiomers, corresponding to general formula I
in which R 1 represents a methyl group;
X 1 represents a hydrogen atom, or
OR 1 and X 1 together form a group of the formula -O (CH 2 ) 2 -, -O (CH 2 ) 3 -, -O (CH 2 ) 2 O- or -O (CH 2 ) 3 O-,
X 2 represents a hydrogen atom or an amino group, and
X 3 represents a halogen atom,
in the form of a free base or an acid addition salt.
в которой R1, X1, Х2 и Х3 являются такими, как определено в п. 1.2. The method of producing compounds according to claim 1, characterized in that the 1,4-diazabicyclo [2.2.2] octane-2-carboxylic acid ethyl ester is first produced by an interaction reaction between piperazine and 2,3-dibromopropanoic acid ethyl ester, then the ester is reduced to 1,4-diazabicyclo [2.2.2] octane-2-methanol and finally the resulting alcohol is treated with a benzoic acid derivative of general formula V
in which R 1 , X 1 , X 2 and X 3 are as defined in paragraph 1.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR96/14847 | 1996-12-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU99113936A true RU99113936A (en) | 2001-04-27 |
Family
ID=
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