GB1154193A - Salts of Meta- or Para-Substituted Phenylethanol-Alkylamines, and method for the preparation thereof - Google Patents

Salts of Meta- or Para-Substituted Phenylethanol-Alkylamines, and method for the preparation thereof

Info

Publication number
GB1154193A
GB1154193A GB31611/67A GB3161167A GB1154193A GB 1154193 A GB1154193 A GB 1154193A GB 31611/67 A GB31611/67 A GB 31611/67A GB 3161167 A GB3161167 A GB 3161167A GB 1154193 A GB1154193 A GB 1154193A
Authority
GB
United Kingdom
Prior art keywords
bromo
ethanol
phenacyl
methylthio
alkylamine
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
GB31611/67A
Inventor
Pietro Pratesi
Luigi Villa
Enzo Grana
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of GB1154193A publication Critical patent/GB1154193A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/04—Formation of amino groups in compounds containing carboxyl groups
    • C07C227/06—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid
    • C07C227/08—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid by reaction of ammonia or amines with acids containing functional groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1,154,193. Salts of meta- or para-substituted phenylethanolalkylamines. P. PRATESI, L. VILLA and E. GANA. 10 July, 1967 [14 July, 1966], No. 31611/67. Heading C2C. Novel salts suitable as stimulating and inhibiting agents for beta-adrenergic receptors of the general formula wherein Z is a hydrogen atom and Y is -CN, -CF 3 , -SCH 3 , or -COOCH 3 , or, Y is a hydrogen atom and Z is -CN, -CF 3 , or -SCH 3 , R is a C 3 or C 4 alkyl radical and X is Cl<SP>-</SP>, Br<SP>-</SP>, SO<SP>=</SP> 4 , PO<SP>#</SP> 4 , CH 3 COO-or COOH(CHOH) 2 COO- are prepared: (a) by reducing a phenacyl compound of the formula wherein G is a chlorine or bromine atom with NaBH 4 , condensing the resulting product with a C 3 or C 4 alkylamine followed by salification with the appropriate acid; (b) by condensing the above phenacyl compound with the alkylamine and subsequently reducing and salifying with NaBH 4 or hydrogen, and (c) by reducing the condensation product between a Y, Z-substituted phenyl-glyoxal and an alkylamine and salifying with an acid. 2 - Bromo - 1 - (p - trifluoromethylphenyl) - ethanol, 2 - bromo - and 2 - chloro - 1 - (m - cyano - phenyl) - ethanol, 2 - bromo - 1 - (p - methylthio - phenyl) - ethanol and 2 - bromo - 1 - (p - methoxycarbonylphenyl) - ethanol are obtained by reduction of the corresponding phenacyl halide. Omega - isopropylamino - 4 - methylthio - acetophenone (and the hydrochloride thereof) is obtained by the interaction of isopropylamine and 4 - methylthio - phenacyl bromide. Omega - isopropylamino - 4 methoxycarbonyl - acetophenone (and the hydrochloride thereof) is obtained similarly.
GB31611/67A 1966-07-14 1967-07-10 Salts of Meta- or Para-Substituted Phenylethanol-Alkylamines, and method for the preparation thereof Expired GB1154193A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT1631766 1966-07-14

Publications (1)

Publication Number Publication Date
GB1154193A true GB1154193A (en) 1969-06-04

Family

ID=11148804

Family Applications (1)

Application Number Title Priority Date Filing Date
GB31611/67A Expired GB1154193A (en) 1966-07-14 1967-07-10 Salts of Meta- or Para-Substituted Phenylethanol-Alkylamines, and method for the preparation thereof

Country Status (9)

Country Link
AT (2) AT278751B (en)
BE (1) BE701351A (en)
DE (1) DE1643488A1 (en)
DK (1) DK118026B (en)
ES (1) ES343021A1 (en)
FR (2) FR8007M (en)
GB (1) GB1154193A (en)
NL (1) NL6709784A (en)
SE (1) SE337596B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0195397A1 (en) * 1985-03-21 1986-09-24 American Cyanamid Company m-Cyanophenethanolamines as animal growth promoters and antilipogenic agents
US4695589A (en) * 1976-06-25 1987-09-22 Sterling Drug Inc. Alpha-(aminoalkyl-4-hydroxy-3-(alkylthio)benzenemethanols
CN113769690A (en) * 2021-09-16 2021-12-10 淮北新旗氨基酸有限公司 Retort is used in aspartic acid production

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2861567D1 (en) * 1977-12-13 1982-03-04 Lafon Labor Addition salts of substituted aralkylamins and therapeutic composition containing them
EP0103830A3 (en) * 1982-09-22 1985-07-31 Bayer Ag Phenylethylemine derivatires as growth stimulators
FR2537132B1 (en) * 1982-12-06 1987-01-09 Lafon Labor NOVEL SULFUR DERIVATIVES OF 2-AMINO-1-PHENYL-1-ETHANOL, USE IN THERAPEUTICS AND METHOD OF PREPARATION

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4695589A (en) * 1976-06-25 1987-09-22 Sterling Drug Inc. Alpha-(aminoalkyl-4-hydroxy-3-(alkylthio)benzenemethanols
EP0195397A1 (en) * 1985-03-21 1986-09-24 American Cyanamid Company m-Cyanophenethanolamines as animal growth promoters and antilipogenic agents
CN113769690A (en) * 2021-09-16 2021-12-10 淮北新旗氨基酸有限公司 Retort is used in aspartic acid production

Also Published As

Publication number Publication date
BE701351A (en) 1967-12-18
SE337596B (en) 1971-08-16
DE1643488A1 (en) 1971-06-09
AT278749B (en) 1970-02-10
FR8007M (en) 1970-07-27
ES343021A1 (en) 1968-08-16
FR1573832A (en) 1969-07-11
NL6709784A (en) 1968-01-15
AT278751B (en) 1970-02-10
DK118026B (en) 1970-06-29

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