ES352632A1 - 4-Substituted 7- and 8-Chloroquinolines, the Preparation thereof, and Compositions Containing the same - Google Patents

4-Substituted 7- and 8-Chloroquinolines, the Preparation thereof, and Compositions Containing the same

Info

Publication number
ES352632A1
ES352632A1 ES352632A ES352632A ES352632A1 ES 352632 A1 ES352632 A1 ES 352632A1 ES 352632 A ES352632 A ES 352632A ES 352632 A ES352632 A ES 352632A ES 352632 A1 ES352632 A1 ES 352632A1
Authority
ES
Spain
Prior art keywords
group
alkyl
general formula
chloroquinoline
alkali metal
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
ES352632A
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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf SA
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 Roussel Uclaf SA filed Critical Roussel Uclaf SA
Publication of ES352632A1 publication Critical patent/ES352632A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen 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
    • C07D215/38—Nitrogen atoms
    • C07D215/42—Nitrogen atoms attached in position 4
    • C07D215/44—Nitrogen atoms attached in position 4 with aryl radicals attached to said nitrogen atoms

Landscapes

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

Abstract

Novel 4 - anilino - 7 - or 8 - chloroquinoline derivatives of the general formula wherein R is a C 1-5 alkyl, C 2-5 alkenyl or C 2-6 carboxyalkyl group and R 1 is a hydrogen atom or a C 1-8 alkyl group, the chlorine atom being in the 7- or 8-position of the quinoline ring, and non-toxic acid addition salts thereof are prepared (a) when R is a C 1-5 alkyl or C 2-5 alkenyl group, by reaction of an alkali metal salt of a 4 - [N - (21 - alkoxycarbonylphenyl)- amino] - 7 - or 8-chloroquinoline of the general formula wherein R 2 is a C 1-8 alkyl group and M is an alkali metal, with a C 1-5 alkyl or C 2-5 alkenyl halide, followed by optional hydrolysis of the esterified carboxylic group in the product or (b) when R is a C 2-6 carboxyalkyl group, by reaction of a 4-[N-(21-alkoxycarbonylphenyl)- amino]-7- or 8-chloroquinoline of the second general formula above with an alkali metal halogenoalkanoate and conversion of the resulting alkali metal salt to the corresponding free carboxy derivative, followed by optional hydrolysis of the esterified carboxylic group in the product followed in either method by optional conversion of the product to a non- toxic acid addition salt thereof. Pharmaceutical compositions comprising, as active ingredient, a 4-anilino-7- or 8-chloroquinoline derivative of the first general formula above or a non-toxic acid addition salt thereof, in association with a pharmaceutical carrier or excipient, have anti-inflammatory activity and may be administered orally, subcutaneously, rectally or topically.
ES352632A 1967-04-12 1968-04-10 4-Substituted 7- and 8-Chloroquinolines, the Preparation thereof, and Compositions Containing the same Expired ES352632A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR102441A FR6198M (en) 1967-04-12 1967-04-12

Publications (1)

Publication Number Publication Date
ES352632A1 true ES352632A1 (en) 1969-07-16

Family

ID=8628702

Family Applications (1)

Application Number Title Priority Date Filing Date
ES352632A Expired ES352632A1 (en) 1967-04-12 1968-04-10 4-Substituted 7- and 8-Chloroquinolines, the Preparation thereof, and Compositions Containing the same

Country Status (11)

Country Link
BE (1) BE713064A (en)
CH (1) CH489499A (en)
DE (1) DE1770187C3 (en)
DK (1) DK120338B (en)
ES (1) ES352632A1 (en)
FR (1) FR6198M (en)
GB (1) GB1195491A (en)
IL (1) IL29660A (en)
NL (1) NL6805173A (en)
OA (1) OA03359A (en)
SE (1) SE326961B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006074147A2 (en) 2005-01-03 2006-07-13 Myriad Genetics, Inc. Nitrogen containing bicyclic compounds and therapeutical use thereof
US8309562B2 (en) 2003-07-03 2012-11-13 Myrexis, Inc. Compounds and therapeutical use thereof
AU2004253967B2 (en) 2003-07-03 2010-02-18 Cytovia, Inc. 4-arylamino-quinazolines as activators of caspases and inducers of apoptosis
US8258145B2 (en) 2005-01-03 2012-09-04 Myrexis, Inc. Method of treating brain cancer

Also Published As

Publication number Publication date
DK120338B (en) 1971-05-17
DE1770187C3 (en) 1978-10-05
OA03359A (en) 1970-12-15
IL29660A (en) 1971-02-25
FR6198M (en) 1968-07-22
SE326961B (en) 1970-08-10
CH489499A (en) 1970-04-30
DE1770187A1 (en) 1971-09-30
NL6805173A (en) 1968-10-14
DE1770187B2 (en) 1978-02-23
BE713064A (en) 1968-10-01
GB1195491A (en) 1970-06-17

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