IL33582A - Basic aryloxyacetamides,their preparation and pharmaceutical compositions containing them - Google Patents

Basic aryloxyacetamides,their preparation and pharmaceutical compositions containing them

Info

Publication number: IL33582A
Authority: IL; Israel
Prior art keywords: compound; formula; halogen; preparation; compounds according
Prior art date: 1968-12-26

Application number

IL33582A

Other languages

English (en)

Original Assignee

Cerpha

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.)

1968-12-26

Filing date

1969-12-22

Publication date

1973-02-28

1969-12-22 Application filed by Cerpha filed Critical Cerpha

1973-02-28 Publication of IL33582A publication Critical patent/IL33582A/en

Links

238000002360 preparation method Methods 0.000 title claims description 4
239000008194 pharmaceutical composition Substances 0.000 title claims description 3
150000001875 compounds Chemical class 0.000 claims description 20
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 13
229910052736 halogen Inorganic materials 0.000 claims description 7
150000002367 halogens Chemical class 0.000 claims description 7
238000000034 method Methods 0.000 claims description 7
239000007788 liquid Substances 0.000 claims description 4
239000002253 acid Substances 0.000 claims description 3
125000005843 halogen group Chemical group 0.000 claims description 2
150000003512 tertiary amines Chemical class 0.000 claims description 2
239000000243 solution Substances 0.000 description 10
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
239000000203 mixture Substances 0.000 description 9
-1 alkoxy phenoxy compound Chemical class 0.000 description 8
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 7
229910052708 sodium Inorganic materials 0.000 description 7
239000011734 sodium Substances 0.000 description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
238000002844 melting Methods 0.000 description 6
230000008018 melting Effects 0.000 description 6
239000000047 product Substances 0.000 description 6
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 4
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
230000002921 anti-spasmodic effect Effects 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
239000000812 cholinergic antagonist Substances 0.000 description 3
238000001816 cooling Methods 0.000 description 3
239000000706 filtrate Substances 0.000 description 3
239000012074 organic phase Substances 0.000 description 3
PKUPAJQAJXVUEK-UHFFFAOYSA-N 2-phenoxyacetyl chloride Chemical compound ClC(=O)COC1=CC=CC=C1 PKUPAJQAJXVUEK-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
230000002490 cerebral effect Effects 0.000 description 2
125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
XQYZDYMELSJDRZ-UHFFFAOYSA-N papaverine Chemical compound C1=C(OC)C(OC)=CC=C1CC1=NC=CC2=CC(OC)=C(OC)C=C12 XQYZDYMELSJDRZ-UHFFFAOYSA-N 0.000 description 2
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 2
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 2
229910000029 sodium carbonate Inorganic materials 0.000 description 2
239000002904 solvent Substances 0.000 description 2
239000000725 suspension Substances 0.000 description 2
CCSBNBKMACZDGN-UHFFFAOYSA-N (2-phenoxyacetyl) 2-phenoxyacetate Chemical compound C=1C=CC=CC=1OCC(=O)OC(=O)COC1=CC=CC=C1 CCSBNBKMACZDGN-UHFFFAOYSA-N 0.000 description 1
SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
AOPRXJXHLWYPQR-UHFFFAOYSA-N 2-phenoxyacetamide Chemical compound NC(=O)COC1=CC=CC=C1 AOPRXJXHLWYPQR-UHFFFAOYSA-N 0.000 description 1
229930008281 A03AD01 - Papaverine Natural products 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
PMDCZENCAXMSOU-UHFFFAOYSA-N N-ethylacetamide Chemical compound CCNC(C)=O PMDCZENCAXMSOU-UHFFFAOYSA-N 0.000 description 1
241000283973 Oryctolagus cuniculus Species 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
XRWSZZJLZRKHHD-WVWIJVSJSA-N asunaprevir Chemical compound O=C([C@@H]1C[C@H](CN1C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)OC1=NC=C(C2=CC=C(Cl)C=C21)OC)N[C@]1(C(=O)NS(=O)(=O)C2CC2)C[C@H]1C=C XRWSZZJLZRKHHD-WVWIJVSJSA-N 0.000 description 1
229910052788 barium Inorganic materials 0.000 description 1
DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
239000002775 capsule Substances 0.000 description 1
229940125961 compound 24 Drugs 0.000 description 1
IQFVPQOLBLOTPF-HKXUKFGYSA-L congo red Chemical compound [Na+].[Na+].C1=CC=CC2=C(N)C(/N=N/C3=CC=C(C=C3)C3=CC=C(C=C3)/N=N/C3=C(C4=CC=CC=C4C(=C3)S([O-])(=O)=O)N)=CC(S([O-])(=O)=O)=C21 IQFVPQOLBLOTPF-HKXUKFGYSA-L 0.000 description 1
210000001198 duodenum Anatomy 0.000 description 1
235000019441 ethanol Nutrition 0.000 description 1
229940035423 ethyl ether Drugs 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
229910000041 hydrogen chloride Inorganic materials 0.000 description 1
239000012535 impurity Substances 0.000 description 1
229940102223 injectable solution Drugs 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
230000002262 irrigation Effects 0.000 description 1
238000003973 irrigation Methods 0.000 description 1
231100000053 low toxicity Toxicity 0.000 description 1
229960001789 papaverine Drugs 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
KZHAHJANVBGCOC-UHFFFAOYSA-N phenyl hypochlorite Chemical compound ClOC1=CC=CC=C1 KZHAHJANVBGCOC-UHFFFAOYSA-N 0.000 description 1
238000010992 reflux Methods 0.000 description 1
239000003507 refrigerant Substances 0.000 description 1
239000007787 solid Substances 0.000 description 1
230000024883 vasodilation Effects 0.000 description 1
210000003462 vein Anatomy 0.000 description 1
238000010792 warming Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- 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
- C07D295/12—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 or doubly bound nitrogen atoms
- C07D295/125—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 or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/13—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 or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

IL33582A 1968-12-26 1969-12-22 Basic aryloxyacetamides,their preparation and pharmaceutical compositions containing them IL33582A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
FR180720A FR8120M (fr)	1968-12-26	1968-12-26

Publications (1)

Publication Number	Publication Date
IL33582A true IL33582A (en)	1973-02-28

Family

ID=8659084

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL33582A IL33582A (en)	1968-12-26	1969-12-22	Basic aryloxyacetamides,their preparation and pharmaceutical compositions containing them

Country Status (15)

Country	Link
US (1)	US3818021A (fr)
JP (1)	JPS4837258B1 (fr)
AT (1)	AT293367B (fr)
BE (1)	BE743077A (fr)
BR (1)	BR6915166D0 (fr)
CA (1)	CA930738A (fr)
CH (1)	CH518267A (fr)
DE (1)	DE1964712C3 (fr)
DK (1)	DK127106B (fr)
ES (1)	ES374922A1 (fr)
FR (1)	FR8120M (fr)
GB (1)	GB1282600A (fr)
IL (1)	IL33582A (fr)
NL (1)	NL148591B (fr)
SE (1)	SE380009B (fr)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2623228C3 (de) *	1976-05-24	1981-09-10	Ludwig Merckle Kg Chem. Pharm. Fabrik, 7902 Blaubeuren	N-Acyl-substituierte Benzamide, Verfahren zu ihrer Herstellung und Arzneimittel, enthaltend solche Benzamide
US4073940A (en) *	1976-10-28	1978-02-14	Centre Europeen De Recherches Pharmacologiques C.E.R.P.H.A.	Method for treating cardiac arhythmia by administration of basic aryloxyacetamide
FR2618149B1 (fr) *	1987-07-16	1989-09-22	Synthelabo	Derives de n-aminoalkyl n-phenyl arylamides, leur preparation et leur application en therapeutique
EA200500234A1 (ru)	2002-08-19	2005-08-25	Пфайзер Продактс Инк.	Комбинированная терапия гиперпролиферативных болезней
US20050037063A1 (en) *	2003-07-21	2005-02-17	Bolton Anthony E.	Combined therapies
US20060063803A1 (en) *	2004-09-23	2006-03-23	Pfizer Inc	4-Amino substituted-2-substituted-1,2,3,4-tetrahydroquinoline compounds
US7741317B2 (en)	2005-10-21	2010-06-22	Bristol-Myers Squibb Company	LXR modulators
US7888376B2 (en)	2005-11-23	2011-02-15	Bristol-Myers Squibb Company	Heterocyclic CETP inhibitors
ATE547394T1 (de)	2006-12-01	2012-03-15	Bristol Myers Squibb Co	N-((3-benzyl)-2,2-(bis-phenyl)-propan-1- aminderivate als cetp-hemmer für die behandlung von atherosklerose und herz-kreislauf- erkrankungen
WO2012112958A2 (fr) *	2011-02-19	2012-08-23	The Broad Institute, Inc	Dosages à grand rendement destinés à détecter la leucémie dans la niche stromale
CN105143203A (zh)	2013-04-17	2015-12-09	辉瑞大药厂	用于治疗心血管疾病的n-哌啶-3-基苯甲酰胺衍生物
WO2016055901A1 (fr)	2014-10-08	2016-04-14	Pfizer Inc.	Composés d'amide substitué
WO2020150473A2 (fr)	2019-01-18	2020-07-23	Dogma Therapeutics, Inc.	Inhibiteurs de pcsk9 et leurs procédés d'utilisation

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2428978A (en) *	1943-07-30	1947-10-14	Geigy Ag J R	Basic derivatives of alpha-substituted aryloxy acetic acids and a process for their manufacture
US2437545A (en) *	1944-06-02	1948-03-09	Geigy Ag J R	Basic amides of 1-aryl-cycloalkyl-1-carboxylic acids
US2715645A (en) *	1952-07-16	1955-08-16	Searle & Co	N-aryl and n-aralkyl derivatives of n-dialkylaminoalkyl-aryloxyalkanoamides and methods for their production
US2948954A (en) *	1956-03-08	1960-08-16	Alexander P Ramsa	Small sized helixes and method of their fabrication
FR1455055A (fr) *	1965-02-02	1966-04-01	Centre Nat Rech Scient	Procédé de préparation d'amides d'acides carboxyliques

1968
- 1968-12-26 FR FR180720A patent/FR8120M/fr not_active Expired
1969
- 1969-12-12 BE BE743077D patent/BE743077A/xx not_active IP Right Cessation
- 1969-12-15 BR BR215166/69A patent/BR6915166D0/pt unknown
- 1969-12-19 DK DK676069AA patent/DK127106B/da not_active IP Right Cessation
- 1969-12-19 SE SE6917604A patent/SE380009B/xx unknown
- 1969-12-22 IL IL33582A patent/IL33582A/en unknown
- 1969-12-22 CH CH1902569A patent/CH518267A/fr not_active IP Right Cessation
- 1969-12-23 CA CA070703A patent/CA930738A/en not_active Expired
- 1969-12-23 NL NL696919276A patent/NL148591B/xx not_active IP Right Cessation
- 1969-12-23 DE DE1964712A patent/DE1964712C3/de not_active Expired
- 1969-12-23 GB GB62681/69A patent/GB1282600A/en not_active Expired
- 1969-12-24 US US00888064A patent/US3818021A/en not_active Expired - Lifetime
- 1969-12-26 ES ES374922A patent/ES374922A1/es not_active Expired
- 1969-12-26 JP JP44104480A patent/JPS4837258B1/ja active Pending
- 1969-12-29 AT AT1207569A patent/AT293367B/de not_active IP Right Cessation

Also Published As

Publication number	Publication date
SE380009B (fr)	1975-10-27
JPS4837258B1 (fr)	1973-11-09
DE1964712A1 (de)	1970-07-02
BE743077A (fr)	1970-05-14
NL6919276A (fr)	1970-06-30
US3818021A (en)	1974-06-18
DE1964712C3 (de)	1975-02-27
ES374922A1 (es)	1972-02-16
NL148591B (nl)	1976-02-16
AT293367B (de)	1971-10-11
DE1964712B2 (de)	1974-05-30
GB1282600A (en)	1972-07-19
CA930738A (en)	1973-07-24
DK127106B (da)	1973-09-24
BR6915166D0 (pt)	1973-02-13
FR8120M (fr)	1970-08-03
CH518267A (fr)	1972-01-31

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US3078214A (en)	1963-02-19	Treatment of mental disturbances with esters of indoles
DK158980B (da)	1990-08-13	Analogifremgangsmaade til fremstilling af 2,5-bis-(2,2,2-trifluorethoxy)-n-(2-piperidylmethyl)benzamid eller et farmaceutisk acceptabelt syreadditionssalt deraf
US3072653A (en)	1963-01-08	5-amino derivatives of 4-thiazolidinones and process therefor
US3178348A (en)	1965-04-13	Hypotensive quinolines
US3326916A (en)	1967-06-20	N-phenylpiperazine compounds
US3103516A (en)	1963-09-10	J-tertiaryaminq-lower alkyl-jb-meta-
CH639078A5 (fr)	1983-10-31	Amides derives d'acides carboxyliques-5 pyrimidiniques, leur preparation et medicaments les contenant.
US3878206A (en)	1975-04-15	9-(Substituted amino)imidazo{8 4,5-f{9 quinolines
Burckhalter et al.	1951	A new type of 8-quinolinol amebacidal agent
AU621499B2 (en)	1992-03-12	4,5-dihydro-6h-imidazo(4,5,1-ij)quinolin-6-one-6-oxime-0- sulfonic acid derivatives
US3888983A (en)	1975-06-10	Derivatives of thiazolino-pyrimidin-6-ones, in inducing analgesia
US3001992A (en)	1961-09-26	S-niteo-z-fubftjewdene
US2679500A (en)	1954-05-25	Substituted m-thiazane-x-ones
US2894947A (en)	1959-07-14	Phenthiazine derivatives
US3330826A (en)	1967-07-11	Process for the production of deriva- tives of phenothiazine and new de- rivatives
US2633466A (en)	1953-03-31	Anhydro 2-carboxylicacylamino-3, 5-diiodobenzoic acids and process
US3647802A (en)	1972-03-07	2-amino-4-aryl-3 4-dihydroquinolines
US2728769A (en)	1955-12-27	Alkoxybenzylisoquinolines and salts thereof
BARKENBUS et al.	1955	The Beckmann Rearrangement of Some Heterocyclic Ketoximes
US2349267A (en)	1944-05-23	Acylated derivative of vitamin b6 and process of preparing the same
US3197507A (en)	1965-07-27	Substituted 3-p-fluorobenzoylpropylphenylalkylamines and method for making the same
US3947582A (en)	1976-03-30	Phenylacetic acid compounds in treating abnormal platelet aggregation
US3349135A (en)	1967-10-24	3, 4-dihydroxy-benzyloxyamine
US2778829A (en)	1957-01-22	New 5:6-dihydro-benzo (c) cinnoline derivatives and a process for their preparation
US3700680A (en)	1972-10-24	Aminoalkanol esters and their pharmaceutically acceptable acid-addition salts