CN102046612A - 合成左旋西替利嗪的方法和其中所用的中间体 - Google Patents

合成左旋西替利嗪的方法和其中所用的中间体 Download PDF

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Publication number
CN102046612A
CN102046612A CN2009801206348A CN200980120634A CN102046612A CN 102046612 A CN102046612 A CN 102046612A CN 2009801206348 A CN2009801206348 A CN 2009801206348A CN 200980120634 A CN200980120634 A CN 200980120634A CN 102046612 A CN102046612 A CN 102046612A
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CN
China
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compound
formula
solvent
salt
iii
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CN2009801206348A
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English (en)
Chinese (zh)
Inventor
D·R·拉奥
R·N·坎坎
M·加加雷
S·V·希卡利卡尔
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Cipla Ltd
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Cipla Ltd
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Publication of CN102046612A publication Critical patent/CN102046612A/zh
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/096—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
    • C07C217/58—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms with amino groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63—Esters of sulfonic acids
    • C07C309/64—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
    • C07C309/65—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms of a saturated carbon skeleton
    • C07C309/66—Methanesulfonates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/06—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals
    • C07D295/073—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals with the ring nitrogen atoms and the substituents separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CN2009801206348A 2008-06-02 2009-06-02 合成左旋西替利嗪的方法和其中所用的中间体 Pending CN102046612A (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
IN1173MU2008 2008-06-02
IN1173/MUM/2008 2008-06-02
PCT/GB2009/001385 WO2009147389A2 (en) 2008-06-02 2009-06-02 Processes for the synthesis of levocetirizine and intermediates for use therein

Publications (1)

Publication Number Publication Date
CN102046612A true CN102046612A (zh) 2011-05-04

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
CN2009801206348A Pending CN102046612A (zh) 2008-06-02 2009-06-02 合成左旋西替利嗪的方法和其中所用的中间体

Country Status (10)

Country Link
US (1) US8350031B2 (https=)
EP (1) EP2307392A2 (https=)
JP (1) JP2011523659A (https=)
KR (1) KR20110022635A (https=)
CN (1) CN102046612A (https=)
AU (1) AU2009254959B2 (https=)
CA (1) CA2724887A1 (https=)
NZ (1) NZ589492A (https=)
WO (1) WO2009147389A2 (https=)
ZA (1) ZA201008223B (https=)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103044356A (zh) * 2011-10-13 2013-04-17 湖南九典制药有限公司 合成左西替利嗪的新方法及其关键中间体
CN110988163A (zh) * 2019-11-29 2020-04-10 重庆华邦胜凯制药有限公司 一种hplc法分离测定盐酸左西替利嗪及其基因毒性杂质e的方法
CN111205247A (zh) * 2020-04-22 2020-05-29 湖南九典宏阳制药有限公司 左旋西替利嗪的制备方法

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20110022635A (ko) 2008-06-02 2011-03-07 시플라 리미티드 레보세티리진의 합성방법 및 이에 사용하기 위한 중간체

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4525358A (en) * 1981-02-06 1985-06-25 Ucb Pharmaceuticals, Inc. 2-[4-(Diphenylmethyl)-1-piperazinyl]-acetic acids and their amides
CN1337948A (zh) * 1999-01-27 2002-02-27 美国氰胺公司 含有炔基的异羟肟酸衍生物、其制备及其作为基质金属蛋白酶抑制剂/TNF－α转变酶抑制剂的用途
CN101356162A (zh) * 2005-12-08 2009-01-28 埃吉斯药物股份公开有限公司 旋光性氨基甲酸酯、其制备方法和作为药物中间体的用途

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US2792398A (en) * 1954-12-03 1957-05-14 Miles Lab Piperazine derivatives
US3790606A (en) * 1970-09-30 1974-02-05 Diamond Shamrock Corp Alkoxylated mannich compositions and derivatives thereof
NL7306771A (https=) * 1972-06-02 1973-12-04
US4656182A (en) 1983-12-06 1987-04-07 Warner-Lambert Company Substituted trans-1,2-diaminocyclohexyl amide compounds
GB8827391D0 (en) 1988-11-23 1988-12-29 Ucb Sa Process for preparation of 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-pipera-zinyl)ethoxy)-acetic acid & its dihydrochloride
GB9305282D0 (en) * 1993-03-15 1993-05-05 Ucb Sa Enantiomers of 1-(4-chlorophenyl)phenylmethyl)-4-(4-methylphenyl)sulphonyl)piperazine
JP4416198B2 (ja) * 1997-12-19 2010-02-17 武田薬品工業株式会社 アニリド誘導体、その製造法および用途
AR035312A1 (es) * 1999-01-27 2004-05-12 Wyeth Corp Compuestos de acido hidroxamico que contienen alquinilo como inhibidores de metaloproteinasa de matriz/tace, composicion farmaceutica que los comprenden y el uso de los mismos para la manufactura de un medicamento
US6762180B1 (en) * 1999-10-13 2004-07-13 Boehringer Ingelheim Pharma Kg Substituted indolines which inhibit receptor tyrosine kinases
JP4044740B2 (ja) * 2001-05-31 2008-02-06 信越化学工業株式会社 レジスト材料及びパターン形成方法
KR20110022635A (ko) 2008-06-02 2011-03-07 시플라 리미티드 레보세티리진의 합성방법 및 이에 사용하기 위한 중간체

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4525358A (en) * 1981-02-06 1985-06-25 Ucb Pharmaceuticals, Inc. 2-[4-(Diphenylmethyl)-1-piperazinyl]-acetic acids and their amides
CN1337948A (zh) * 1999-01-27 2002-02-27 美国氰胺公司 含有炔基的异羟肟酸衍生物、其制备及其作为基质金属蛋白酶抑制剂/TNF－α转变酶抑制剂的用途
CN101356162A (zh) * 2005-12-08 2009-01-28 埃吉斯药物股份公开有限公司 旋光性氨基甲酸酯、其制备方法和作为药物中间体的用途

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103044356A (zh) * 2011-10-13 2013-04-17 湖南九典制药有限公司 合成左西替利嗪的新方法及其关键中间体
CN110988163A (zh) * 2019-11-29 2020-04-10 重庆华邦胜凯制药有限公司 一种hplc法分离测定盐酸左西替利嗪及其基因毒性杂质e的方法
CN110988163B (zh) * 2019-11-29 2022-04-19 重庆华邦胜凯制药有限公司 一种hplc法分离测定盐酸左西替利嗪及其基因毒性杂质e的方法
CN111205247A (zh) * 2020-04-22 2020-05-29 湖南九典宏阳制药有限公司 左旋西替利嗪的制备方法
CN111205247B (zh) * 2020-04-22 2020-08-14 湖南九典宏阳制药有限公司 左旋西替利嗪的制备方法

Also Published As

Publication number Publication date
WO2009147389A2 (en) 2009-12-10
KR20110022635A (ko) 2011-03-07
EP2307392A2 (en) 2011-04-13
AU2009254959B2 (en) 2014-01-30
AU2009254959A8 (en) 2011-01-20
WO2009147389A3 (en) 2010-07-01
WO2009147389A8 (en) 2010-12-23
US8350031B2 (en) 2013-01-08
JP2011523659A (ja) 2011-08-18
ZA201008223B (en) 2011-08-31
AU2009254959A1 (en) 2009-12-10
US20110184174A1 (en) 2011-07-28
NZ589492A (en) 2012-06-29
CA2724887A1 (en) 2009-12-10

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Application publication date: 20110504