ES371093A1 - Heterocyclic derivatives of glyoxylic acid, process for their preparation and therapeutical composition containing same - Google Patents

Heterocyclic derivatives of glyoxylic acid, process for their preparation and therapeutical composition containing same

Info

Publication number
ES371093A1
ES371093A1 ES371093A ES371093A ES371093A1 ES 371093 A1 ES371093 A1 ES 371093A1 ES 371093 A ES371093 A ES 371093A ES 371093 A ES371093 A ES 371093A ES 371093 A1 ES371093 A1 ES 371093A1
Authority
ES
Spain
Prior art keywords
preparation
composition containing
glyoxylic acid
containing same
heterocyclic derivatives
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
Application number
ES371093A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
HOUDE LAB
Original Assignee
HOUDE LAB
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by HOUDE LAB filed Critical HOUDE LAB
Publication of ES371093A1 publication Critical patent/ES371093A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D223/16—Benzazepines; Hydrogenated benzazepines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
    • C07D217/26—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)

Abstract

The invention comprises compounds of formula wherein R and R1 are each H or C 1-5 alkyl and R11 is H or OH, and a method of making them by reacting 1 mole of with 1 mole of (HO) 2 CHCO 2 R1. The isoquinaldic acid esters may be hydrolysed (e.g. with NaOH) to the acids, and the reverse may be effected using e.g. R1OH + HC1 the acid where R = H may be methylated with formic acid + formalin. Cis and trans forms of the acids are prepared. Therapeutic compositions for oral and rectal administration comprise compounds of the above formul[mu], which have anti-tussive activity.
ES371093A 1968-09-02 1969-09-01 Heterocyclic derivatives of glyoxylic acid, process for their preparation and therapeutical composition containing same Expired ES371093A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR164817A FR7736M (en) 1968-09-02 1968-09-02

Publications (1)

Publication Number Publication Date
ES371093A1 true ES371093A1 (en) 1971-08-16

Family

ID=8654167

Family Applications (1)

Application Number Title Priority Date Filing Date
ES371093A Expired ES371093A1 (en) 1968-09-02 1969-09-01 Heterocyclic derivatives of glyoxylic acid, process for their preparation and therapeutical composition containing same

Country Status (5)

Country Link
BE (1) BE737674A (en)
DE (1) DE1944121A1 (en)
ES (1) ES371093A1 (en)
FR (1) FR7736M (en)
GB (1) GB1247306A (en)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6953787B2 (en) 2002-04-12 2005-10-11 Arena Pharmaceuticals, Inc. 5HT2C receptor modulators
CN1805938B (en) 2003-06-17 2010-06-16 艾尼纳制药公司 Benzazepine derivatives useful for the treatment of 5HT2C receptor associated diseases
EP2332919A3 (en) 2003-06-17 2011-10-19 Arena Pharmaceuticals, Inc. Processes for preparing 3-benzazepines
US8168624B2 (en) 2004-12-21 2012-05-01 Arena Pharmaceuticals, Inc. Crystalline forms of (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride
NZ555482A (en) 2004-12-23 2011-01-28 Arena Pharm Inc Compositions comprising a 5HT2C receptor modulator and 2-methylamphetamine and methods of use
CN101466684B (en) 2006-04-03 2012-06-20 艾尼纳制药公司 Processes for the preparation of 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine and intermediates related thereto
US8299241B2 (en) 2006-12-05 2012-10-30 Arena Pharmaceuticals, Inc. Processes for preparing (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine and intermediates thereof
JP5491421B2 (en) 2008-03-04 2014-05-14 アリーナ ファーマシューティカルズ， インコーポレイテッド Process for the preparation of intermediates related to the 5-HT2C agonist (R) -8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine
EP2443080A2 (en) 2009-06-18 2012-04-25 Arena Pharmaceuticals, Inc. Process for the preparation of 5-ht2c receptor agonists
WO2011153206A1 (en) 2010-06-02 2011-12-08 Arena Pharmaceuticals, Inc. Processes for the preparation of 5-ht2c receptor agonists
CN103189359A (en) 2010-09-01 2013-07-03 艾尼纳制药公司 Salts of lorcaserin with optically active acids
ES2704455T3 (en) 2010-09-01 2019-03-18 Arena Pharm Inc Pharmaceutical forms of modified release of 5-HT2C agonists useful for weight management
EP2611433A2 (en) 2010-09-01 2013-07-10 Arena Pharmaceuticals, Inc. Non-hygroscopic salts of 5-ht2c agonists
EP2939677A1 (en) 2010-09-01 2015-11-04 Arena Pharmaceuticals, Inc. Administration of lorcaserin to indviduals with renal impairment
MY181736A (en) 2012-10-09 2021-01-05 Arena Pharm Inc Method of weight management

Also Published As

Publication number Publication date
DE1944121A1 (en) 1970-03-19
BE737674A (en) 1970-02-02
FR7736M (en) 1970-03-09
GB1247306A (en) 1971-09-22

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