GB1311521A - Alkanolamine derivatives - Google Patents

Alkanolamine derivatives

Info

Publication number
GB1311521A
GB1311521A GB710470A GB1311521DA GB1311521A GB 1311521 A GB1311521 A GB 1311521A GB 710470 A GB710470 A GB 710470A GB 1311521D A GB1311521D A GB 1311521DA GB 1311521 A GB1311521 A GB 1311521A
Authority
GB
United Kingdom
Prior art keywords
formula
compound
reacting
alkyl
acid addition
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
GB710470A
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Publication of GB1311521A publication Critical patent/GB1311521A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/12Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/18Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/20Ethers with hydroxy compounds containing no oxirane rings
    • C07D303/22Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/12Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/18Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/20Ethers with hydroxy compounds containing no oxirane rings
    • C07D303/24Ethers with hydroxy compounds containing no oxirane rings with polyhydroxy compounds

Landscapes

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

Abstract

1311521 Alkanolamine derivatives IMPERIAL CHEMICAL INDUSTRIES Ltd 19 April 1971 [13 Feb 1970] 7104/70 Heading C2C [Also in Division A5] Compounds of the general formula (I) (R<SP>1</SP> = alkyl, hydroxyalkyl, aralkyl, cycloalkyl; R<SP>2</SP> = acyl; R<SP>3</SP> = H, halogen, alkyl, alkenyl, NO 2 , OH, alkylthio, alkoxy, alkenyloxy, aralkoxy, acyl, amino, acylamino, CN; A = alkylene), esters and aldehyde condensation products thereof, and their acid addition salts are prepared by (a) reacting a compound of the Formula (II) (X = oxiranyl and/or CHOHCH 2 Y, wherein Y stands for a displaceable radical) with R<SP>1</SP>NH 2 , (b) reacting a compound of the Formula (III) with R<SP>1</SP>NHCH 2 X, (c) hydrogenolysing a compound of the Formula (IV) (R<SP>6</SP> = hydrogenolysable radical) or acid addition salt thereof, (d) reacting a compound of the Formula (V) or acid addition salt thereof with a reactive ester of R<SP>1</SP>OH or with R<SP>7</SP>COR<SP>8</SP> (R<SP>7</SP> = alkyl; R<SP>8</SP> = alkyl, aralkyl, hydroxyalkyl; or CHR<SP>7</SP>R<SP>8</SP> = cycloalkyl) under reducing conditions, (e) acylating a compound of the Formula (VI) (f) hydrolysing a compound of the Formula (VII) (R<SP>9+10</SP> = O; or R<SP>9</SP> = H; R<SP>10</SP> = H, alkyl, aryl), (g) esterifying an acid addition salt of the corresponding alkanolamine, (h) reacting the corresponding alkanolamine or acid addition salt thereof with an aldehyde, (i) reacting a compound of the Formula (II), X = oxiranyl, with R<SP>1</SP>N = CHR<SP>10</SP> or (j) reacting a compound of the Formula (III) with a compound of the Formula (VIII) (R<SP>4</SP> = R<SP>10</SP>), optionally followed in each case by salt formation. The preparation of starting materials for processes (a), (b) and (c) and 3-methoxy-, ethoxy- and chloro-4-hydroxybenzaldehyde oxime, 2-hydroxybenzaldehyde oxime hydrochloride, 3- aminomethylphenol, 2 - chloro - 4 - aminomethylphenol and its hydrochloride and allyl 4 - acetamido - and propionamido - methylphenyl ether is described.
GB710470A 1970-02-13 1970-02-13 Alkanolamine derivatives Expired GB1311521A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB710470 1970-02-13

Publications (1)

Publication Number Publication Date
GB1311521A true GB1311521A (en) 1973-03-28

Family

ID=9826694

Family Applications (1)

Application Number Title Priority Date Filing Date
GB710470A Expired GB1311521A (en) 1970-02-13 1970-02-13 Alkanolamine derivatives

Country Status (16)

Country Link
AT (3) AT310142B (en)
BE (1) BE762902A (en)
CA (1) CA979010A (en)
CH (3) CH547260A (en)
DE (1) DE2106816A1 (en)
DK (1) DK130288B (en)
ES (1) ES388245A1 (en)
FR (1) FR2081513B1 (en)
GB (1) GB1311521A (en)
HU (1) HU162812B (en)
IE (1) IE34929B1 (en)
IL (1) IL36155A (en)
NL (1) NL7101817A (en)
NO (1) NO131984C (en)
SU (2) SU431668A3 (en)
ZA (1) ZA71711B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1005334A1 (en) * 1997-04-23 2000-06-07 Cornell Research Foundation, Inc. Neuroprotective compounds and uses thereof
CN107266341A (en) * 2017-06-23 2017-10-20 华东师范大学 The derivative of the hydramine of aryloxy group substitution the third 2 is used as beta 3 adrenoreceptor antagonist, preparation method and purposes

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1989004297A1 (en) * 1986-08-19 1989-05-18 Warner-Lambert Company 4'-hydroxybenzylamine derivatives having anti-inflammatory and analgesic activity
US4980366A (en) * 1986-08-19 1990-12-25 Warner-Lambert Co. Amide, sulfonamide, urea, carbamate, thiocarbamate, and thiourea derivatives of 4'hydroxybenzylamine having anti-inflammatory and analgesic activity

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1199037A (en) * 1967-09-27 1970-07-15 Ici Ltd Alkanolamine Derivatives
CA945172A (en) * 1969-02-21 1974-04-09 Imperial Chemical Industries Limited Alkanolamine derivatives

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1005334A1 (en) * 1997-04-23 2000-06-07 Cornell Research Foundation, Inc. Neuroprotective compounds and uses thereof
EP1005334A4 (en) * 1997-04-23 2001-09-19 Cornell Res Foundation Inc Neuroprotective compounds and uses thereof
CN107266341A (en) * 2017-06-23 2017-10-20 华东师范大学 The derivative of the hydramine of aryloxy group substitution the third 2 is used as beta 3 adrenoreceptor antagonist, preparation method and purposes
CN107266341B (en) * 2017-06-23 2020-01-07 华东师范大学 Aryloxy substituted propan-2-ol amine derivative as beta3 adrenergic receptor antagonist, preparation method and application

Also Published As

Publication number Publication date
FR2081513B1 (en) 1974-08-02
IE34929L (en) 1971-08-13
CH544067A (en) 1973-11-15
AT310143B (en) 1973-09-25
AT307385B (en) 1973-05-25
DK130288C (en) 1975-06-30
IL36155A0 (en) 1971-04-28
ZA71711B (en) 1971-10-27
AT310142B (en) 1973-09-25
CH547260A (en) 1974-03-29
BE762902A (en) 1971-08-12
IL36155A (en) 1974-06-30
DE2106816A1 (en) 1971-08-19
SU400079A3 (en) 1973-10-03
SU431668A3 (en) 1974-06-05
ES388245A1 (en) 1973-05-01
IE34929B1 (en) 1975-10-01
CH547261A (en) 1974-03-29
NL7101817A (en) 1971-08-17
CA979010A (en) 1975-12-02
NO131984C (en) 1975-09-03
NO131984B (en) 1975-05-26
FR2081513A1 (en) 1971-12-03
HU162812B (en) 1973-04-28
DK130288B (en) 1975-02-03

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PLNP Patent lapsed through nonpayment of renewal fees