AR041356A1 - Un procedimiento para la sintesis industrial del diester metilico del acido 5- amino-3-carboximetil -4-ciano-2- tiofencarboxilico y aplicacion del mismo a la produccion industrial de sales bivalentes de acido ranelico y sus hidratos - Google Patents
Un procedimiento para la sintesis industrial del diester metilico del acido 5- amino-3-carboximetil -4-ciano-2- tiofencarboxilico y aplicacion del mismo a la produccion industrial de sales bivalentes de acido ranelico y sus hidratosInfo
- Publication number
- AR041356A1 AR041356A1 ARP030103454A ARP030103454A AR041356A1 AR 041356 A1 AR041356 A1 AR 041356A1 AR P030103454 A ARP030103454 A AR P030103454A AR P030103454 A ARP030103454 A AR P030103454A AR 041356 A1 AR041356 A1 AR 041356A1
- Authority
- AR
- Argentina
- Prior art keywords
- acid
- formula
- industrial
- thiofencarboxilico
- carboximetil
- Prior art date
Links
- 230000015572 biosynthetic process Effects 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- 239000002253 acid Substances 0.000 title 1
- 238000009776 industrial production Methods 0.000 title 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 title 1
- DJSXNILVACEBLP-UHFFFAOYSA-N ranelic acid Chemical class OC(=O)CN(CC(O)=O)C=1SC(C(O)=O)=C(CC(O)=O)C=1C#N DJSXNILVACEBLP-UHFFFAOYSA-N 0.000 title 1
- 229950003464 ranelic acid Drugs 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 2
- JXPDNDHCMMOJPC-UHFFFAOYSA-N 2-hydroxybutanedinitrile Chemical compound N#CC(O)CC#N JXPDNDHCMMOJPC-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/23—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same unsaturated acyclic carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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 ring carbon atoms
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Reivindicación 1: Procedimiento para la síntesis industrial del compuesto de fórmula (1), caracterizado porque el 3-oxogluturato de dimetilo de fórmula (2), se hace reaccionar con malonitrilo de fórmula (3) en metanol, en presencia de morfolina enuna cantidad de más de 0,95 mol por mol de compuesto de fórmula (2), para rendir el compuesto de fórmula (4), que se hace reaccionar luego con azufre en una cantidad de más de 0,95 mol por mol de compuesto de fórmula (2); la mezcla de reacción secalienta luego a reflujo; y el compuesto de fórmula (1) así obtenido se aísla por precipitación en presencia de agua, seguida por filtración.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0211764A FR2844796A1 (fr) | 2002-09-24 | 2002-09-24 | Nouveau procede de synthese industrielle du diester methylique de l'acide 5-amino-3-carboxymethyl-4-cyano-2- thiophenecarboxylique, et application a la synthese des sels bivalents de l'acide ranelique et de leurs hydrates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR041356A1 true AR041356A1 (es) | 2005-05-11 |
Family
ID=29415190
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP030103454A AR041356A1 (es) | 2002-09-24 | 2003-09-23 | Un procedimiento para la sintesis industrial del diester metilico del acido 5- amino-3-carboximetil -4-ciano-2- tiofencarboxilico y aplicacion del mismo a la produccion industrial de sales bivalentes de acido ranelico y sus hidratos |
Country Status (38)
| Country | Link |
|---|---|
| US (3) | US7105683B2 (es) |
| EP (1) | EP1403264B1 (es) |
| JP (1) | JP4136865B2 (es) |
| KR (1) | KR100551503B1 (es) |
| CN (2) | CN100393707C (es) |
| AP (1) | AP1942A (es) |
| AR (1) | AR041356A1 (es) |
| AT (1) | ATE286041T1 (es) |
| AU (2) | AU2003282178A1 (es) |
| BR (1) | BR0304194A (es) |
| CA (1) | CA2442875C (es) |
| DE (1) | DE60300252T2 (es) |
| DK (1) | DK1403264T3 (es) |
| EA (1) | EA007496B1 (es) |
| EC (1) | ECSP055742A (es) |
| ES (1) | ES2235144T3 (es) |
| FR (1) | FR2844796A1 (es) |
| GE (1) | GEP20074140B (es) |
| HR (1) | HRP20050360B1 (es) |
| IL (1) | IL167314A (es) |
| IS (1) | IS2136B (es) |
| MA (1) | MA26101A1 (es) |
| ME (1) | ME00451B (es) |
| MX (1) | MXPA03008645A (es) |
| MY (1) | MY131939A (es) |
| NI (1) | NI200500065A (es) |
| NO (1) | NO328697B1 (es) |
| NZ (1) | NZ528400A (es) |
| OA (1) | OA12933A (es) |
| PL (1) | PL214414B1 (es) |
| PT (1) | PT1403264E (es) |
| RS (1) | RS50929B (es) |
| SG (1) | SG110070A1 (es) |
| SI (1) | SI1403264T1 (es) |
| TN (1) | TNSN05089A1 (es) |
| UA (1) | UA79991C2 (es) |
| WO (1) | WO2004029035A1 (es) |
| ZA (1) | ZA200307410B (es) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2844795B1 (fr) * | 2002-09-24 | 2004-10-22 | Servier Lab | Nouveau procede de synthese industriel du ranelate de strontium et de ses hydrates |
| FR2844796A1 (fr) * | 2002-09-24 | 2004-03-26 | Servier Lab | Nouveau procede de synthese industrielle du diester methylique de l'acide 5-amino-3-carboxymethyl-4-cyano-2- thiophenecarboxylique, et application a la synthese des sels bivalents de l'acide ranelique et de leurs hydrates |
| DE602004002832T2 (de) * | 2003-05-07 | 2007-06-06 | Osteologix A/S | Behandlung von knorpel/knochen-erkrankungen mit wasserlöslichen strontiumsalzen |
| PT1745791E (pt) * | 2003-05-07 | 2013-07-23 | Osteologix As | Tratamento de afeções cartilagíneas/ósseas com sais de estrôncio hidrossolúveis |
| US20050085531A1 (en) * | 2003-10-03 | 2005-04-21 | Hodge Carl N. | Thiophene-based compounds exhibiting ATP-utilizing enzyme inhibitory activity, and compositions, and uses thereof |
| AU2005216596B2 (en) | 2004-02-26 | 2011-03-24 | Osteologix A/S | Strontium-containing compounds for use in the prevention or treatment of necrotic bone conditions |
| KR20070034075A (ko) | 2004-06-25 | 2007-03-27 | 스트론틴 에이피에스 | 스트론튬과 비타민 ｄ를 함유하는 조성물 및 그의 용도 |
| FR2875807B1 (fr) * | 2004-09-30 | 2006-11-17 | Servier Lab | Forme cristalline alpha du ranelate de strontium, son procede de preparation, et les compositions pharmaceutiques qui la contiennent |
| US20070292529A1 (en) * | 2006-06-19 | 2007-12-20 | Tabbiner Philip S | Strontium compositions and methods of treating osteoporotic conditions |
| CN101665483B (zh) * | 2008-09-01 | 2013-01-23 | 河北医科大学 | 一种雷尼酸锶中间体化合物ⅱ的合成方法 |
| WO2011110597A1 (de) | 2010-03-11 | 2011-09-15 | Azad Pharmaceutical Ingredients Ag | Verfahren zur herstellung von strontiumranelat |
| CN103319454B (zh) * | 2013-06-14 | 2014-06-18 | 广东众生药业股份有限公司 | 一种高纯度雷尼酸四乙酯及其中间体的制备方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR415850A (fr) | 1909-07-22 | 1910-10-05 | Gustave Auguste Ferrie | Dispositif de mesure permettant de lire directement la valeur d'une grandeur fonction de deux variables |
| FR2651497B1 (fr) * | 1989-09-01 | 1991-10-25 | Adir | Nouveaux sels de metaux bivalents de l'acide n, n-di (carboxymethyl)amino-2 cyano-3 carboxymethyl-4 carboxy-5 thiophene, leur procede de preparation et les compositions pharmaceutiques les renfermant. |
| FR2844796A1 (fr) * | 2002-09-24 | 2004-03-26 | Servier Lab | Nouveau procede de synthese industrielle du diester methylique de l'acide 5-amino-3-carboxymethyl-4-cyano-2- thiophenecarboxylique, et application a la synthese des sels bivalents de l'acide ranelique et de leurs hydrates |
| FR2844797B1 (fr) * | 2002-09-24 | 2004-10-22 | Servier Lab | Nouveau procede de synthese industriel des tetraesters de l'acide 5-[bis (carboxymethyl)]-3-carboxymethyl-4-cyano-2- thiophenecarboxylique, et application a la synthese des sels bivalents de l'acide ranelique et de leurs hydrates |
-
2002
- 2002-09-24 FR FR0211764A patent/FR2844796A1/fr active Pending
-
2003
- 2003-09-17 MY MYPI20033534A patent/MY131939A/en unknown
- 2003-09-22 PT PT03292317T patent/PT1403264E/pt unknown
- 2003-09-22 SI SI200330013T patent/SI1403264T1/xx unknown
- 2003-09-22 UA UAA200503859A patent/UA79991C2/uk unknown
- 2003-09-22 JP JP2003330438A patent/JP4136865B2/ja not_active Expired - Fee Related
- 2003-09-22 AT AT03292317T patent/ATE286041T1/de active
- 2003-09-22 BR BR0304194-8A patent/BR0304194A/pt not_active Application Discontinuation
- 2003-09-22 EP EP03292317A patent/EP1403264B1/fr not_active Expired - Lifetime
- 2003-09-22 GE GEAP20038760A patent/GEP20074140B/en unknown
- 2003-09-22 AU AU2003282178A patent/AU2003282178A1/en not_active Abandoned
- 2003-09-22 RS YUP-2005/0242A patent/RS50929B/sr unknown
- 2003-09-22 ME MEP-2008-685A patent/ME00451B/me unknown
- 2003-09-22 DE DE60300252T patent/DE60300252T2/de not_active Expired - Lifetime
- 2003-09-22 ES ES03292317T patent/ES2235144T3/es not_active Expired - Lifetime
- 2003-09-22 OA OA1200500082A patent/OA12933A/en unknown
- 2003-09-22 AU AU2003248279A patent/AU2003248279B2/en not_active Ceased
- 2003-09-22 HR HRP20050360AA patent/HRP20050360B1/hr not_active IP Right Cessation
- 2003-09-22 DK DK03292317T patent/DK1403264T3/da active
- 2003-09-22 WO PCT/FR2003/002776 patent/WO2004029035A1/fr not_active Ceased
- 2003-09-22 AP AP2005003259A patent/AP1942A/xx active
- 2003-09-23 NZ NZ528400A patent/NZ528400A/en not_active IP Right Cessation
- 2003-09-23 EA EA200300926A patent/EA007496B1/ru not_active IP Right Cessation
- 2003-09-23 CA CA002442875A patent/CA2442875C/fr not_active Expired - Fee Related
- 2003-09-23 KR KR1020030065785A patent/KR100551503B1/ko not_active Expired - Fee Related
- 2003-09-23 ZA ZA200307410A patent/ZA200307410B/xx unknown
- 2003-09-23 AR ARP030103454A patent/AR041356A1/es not_active Application Discontinuation
- 2003-09-23 MX MXPA03008645A patent/MXPA03008645A/es active IP Right Grant
- 2003-09-23 PL PL362367A patent/PL214414B1/pl unknown
- 2003-09-23 NO NO20034237A patent/NO328697B1/no not_active IP Right Cessation
- 2003-09-24 SG SG200305554A patent/SG110070A1/en unknown
- 2003-09-24 MA MA27320A patent/MA26101A1/fr unknown
- 2003-09-24 CN CNB2006100073351A patent/CN100393707C/zh not_active Expired - Fee Related
- 2003-09-24 US US10/669,738 patent/US7105683B2/en not_active Expired - Fee Related
- 2003-09-24 CN CNB031348076A patent/CN1280285C/zh not_active Expired - Fee Related
-
2005
- 2005-03-08 IL IL167314A patent/IL167314A/en not_active IP Right Cessation
- 2005-03-18 NI NI200500065A patent/NI200500065A/es unknown
- 2005-03-23 TN TNP2005000089A patent/TNSN05089A1/fr unknown
- 2005-04-19 IS IS7808A patent/IS2136B/xx unknown
- 2005-04-22 EC EC2005005742A patent/ECSP055742A/es unknown
-
2006
- 2006-02-21 US US11/358,034 patent/US7462714B2/en not_active Expired - Fee Related
- 2006-02-21 US US11/358,496 patent/US7238815B2/en not_active Expired - Fee Related
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AR041356A1 (es) | Un procedimiento para la sintesis industrial del diester metilico del acido 5- amino-3-carboximetil -4-ciano-2- tiofencarboxilico y aplicacion del mismo a la produccion industrial de sales bivalentes de acido ranelico y sus hidratos | |
| ES2394963T3 (es) | Nuevos derivados de benzofenona o sales de los mismos | |
| GT199900216A (es) | Polimorfos de acido 2-(3-ciano-4-isobutiloxifenil)-4-metil-5-tiazol carboxilico y metodo de produccion de los mismos. | |
| ATE457975T1 (de) | Verbessertes syntheseschema für lacosamid | |
| ES8307749A1 (es) | Un procedimiento para la preparacion de inhibidores biciclicos de tromboxano sintetasa | |
| CO6270211A2 (es) | Compuestos nuevos 951 un acido bifeniloxipropanoico como modulador de crth2 e intermedios | |
| DE60205241D1 (de) | Synthese von cannabinoiden | |
| CN101481360B (zh) | 一种含硫光固化化合物及其制备方法 | |
| ES8705385A1 (es) | Procedimiento para preparar isomeros de derivados de prostaglandina | |
| Kakaei et al. | Expeditious synthesis of 1-substituted taurines with diverse functionalized side-chains | |
| AR041355A1 (es) | Un procedimiento para sintesis industrial de ranelato de estroncio y sus hidratos | |
| UA101712C2 (ru) | Способ производства производных замещенной метоксиметилпиридин-2,3-дикарбоновой кислоты | |
| BR112012007554A2 (pt) | método para a fabricação de ácidos amino hidróxi disfofônico | |
| BR0012771A (pt) | Processo para preparar uma composição de esterquat | |
| GB1200204A (en) | Substituted phenyl acetic acids and esters, processes for their production and preparations containing them | |
| ES2182496T3 (es) | Procedimiento para la obtencion de poliamidas a partir de compuestos de acido aminocarboxilico. | |
| YU74101A (sh) | Nova sinteza i kristalizacija jedinjenja koja sadrže prsten piperazina | |
| BRPI0507422A (pt) | processo para produção de ácido 2,5-dimetilfenilacético | |
| ES2924626T3 (es) | Un proceso eficaz y respetuoso con el medioambiente para la clorometilación de bencenos sustituidos | |
| ES2784835T3 (es) | Método de preparación de silodosina y sus compuestos intermedios | |
| ES2402969B1 (es) | Procedimiento para producir N-acilaminoácidos | |
| CN102190535A (zh) | 一种合成E-α-氰基-4-取代肉桂酸酯类化合物的方法 | |
| JPS58121230A (ja) | 新規アルキル二置換フエノ−ル誘導体とその製造法 | |
| YU47868B (sh) | Postupak za proizvodnju optički aktivnog izomera 2-(tetrahidropiran-2-iloksi)-1-propanola | |
| GB692265A (en) | Improvements in or relating to dichloracetamides |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant, registration | ||
| FD | Application declared void or lapsed, e.g., due to non-payment of fee |