GB1307028A

GB1307028A – Phenethylamide derivatives and a process for the manufacture thereof
– Google Patents

GB1307028A – Phenethylamide derivatives and a process for the manufacture thereof
– Google Patents
Phenethylamide derivatives and a process for the manufacture thereof

Info

Publication number
GB1307028A

GB1307028A
GB5033171A
GB5033171A
GB1307028A
GB 1307028 A
GB1307028 A
GB 1307028A
GB 5033171 A
GB5033171 A
GB 5033171A
GB 5033171 A
GB5033171 A
GB 5033171A
GB 1307028 A
GB1307028 A
GB 1307028A
Authority
GB
United Kingdom
Prior art keywords
formula
group
acid
boric acid
compound
Prior art date
1970-10-30
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
GB5033171A
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.)

F Hoffmann La Roche AG

Original Assignee
F Hoffmann La Roche AG
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.)
1970-10-30
Filing date
1971-10-29
Publication date
1973-02-14

1971-10-29
Application filed by F Hoffmann La Roche AG
filed
Critical
F Hoffmann La Roche AG

1973-02-14
Publication of GB1307028A
publication
Critical
patent/GB1307028A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

Classifications

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom

C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom

C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member

C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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

C07D207/24—Oxygen or sulfur atoms

C07D207/26—2-Pyrrolidones

C07D207/273—2-Pyrrolidones 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 other ring carbon atoms

C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

C07D207/28—2-Pyrrolidone-5- carboxylic acids; Functional derivatives thereof, e.g. esters, nitriles

Abstract

1307028 3,4 – Dihydroxyphenylethylamine derivatives and boric acid complexes thereof F HOFFMANN-LA ROCHE & CO AG 29 Oct 1971 [30 Oct 1970] 50331/71 Headings C2B and C2C Novel compounds of Formula I wherein R represents a C 1-8 t-alkoxycarbonyl group, a 5-oxo-2-pyrrolidinecarbonyl group, a phenylsulphonyl group which may be C 1-7 alkyl-substituted or a nitro-substituted phenylthio group, and salts thereof are prepared by one of the following methods – (a) by acidic hydrolysis of a boric acid complex of the compound of Formula I above, (b) by dibenzylating a compound of Formula II wherein R1 is a C 1-8 t-alkoxycarbonyl group, a N – benzyloxycarbonyl – 5 – oxo – 2 – pyrrolidinecarbonyl group or a phenylsulphonyl group which may be C 1-7 alkyl substituted, and (c) by mild basic hydrolysis of a compound of formula wherein R11 is a C 1-8 t-alkoxycarbonyl group and R 1 is C 1-7 alkyl or phenyl. 0,01 – Nitrophenyldisulphide is obtained as a by-product from the acid hydrolysis of the boric acid complex of N-[(o-nitrophenyl)thio]- dopamine by method (a) above. Intermediates of Formula II above are prepared by reacting 3,4-dibenzyloxyphenethylamine or a salt thereof with an agent furnishing the group R1, e.g. p-toluene sulphonyl chloride or N-carbobenzyloxy-L-pyroglutamic acid dicyclohexylamine salt. Boric acid complexes of compounds of Formula I above are prepared by treating a solution of dopamine of Formula IV or a salt thereof with boric, acid or a borate at a pH of at least 7 to form a boric acid complex of the dopamine of the Formula IV in which the two phenolic hydroxy groups are esterified with boric acid and then treating this di-borate ester with an agent furnishing the radical R such as an acid halide, acid anhydride or acid azide particularly t-butoxycarbonyl azide. Pharmaceutical compositions in conventional forms for enteral or parenteral administration having hypotensive, – antipyretic and anti- Parkinson activity comprise an above novel compound I and a carrier therefor.

GB5033171A
1970-10-30
1971-10-29
Phenethylamide derivatives and a process for the manufacture thereof

Expired

GB1307028A
(en)

Applications Claiming Priority (1)

Application Number
Priority Date
Filing Date
Title

CH1604470A

CH540230A
(en)

1970-10-30
1970-10-30

Process for the production of phenethylamides

Publications (1)

Publication Number
Publication Date

GB1307028A
true

GB1307028A
(en)

1973-02-14

Family
ID=4414026
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB5033171A
Expired

GB1307028A
(en)

1970-10-30
1971-10-29
Phenethylamide derivatives and a process for the manufacture thereof

Country Status (10)

Country
Link

AU
(1)

AU3357971A
(en)

BE
(1)

BE774674A
(en)

CA
(1)

CA958020A
(en)

CH
(2)

CH540230A
(en)

DE
(1)

DE2153825A1
(en)

FR
(1)

FR2111950B1
(en)

GB
(1)

GB1307028A
(en)

IL
(1)

IL37702A
(en)

NL
(1)

NL7113513A
(en)

ZA
(1)

ZA716133B
(en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US4443473A
(en)

*

1981-06-30
1984-04-17
The Procter & Gamble Company
Carbamate derivatives

DE102007035642A1
(en)

*

2007-07-30
2009-02-12
Grietje Beck

Substances for protecting cells and tissues against damage due to unfavorable conditions

1970

1970-10-30
CH
CH1604470A
patent/CH540230A/en
not_active
IP Right Cessation

1970-10-30
CH
CH369273A
patent/CH544070A/en
unknown

1971

1971-09-13
ZA
ZA716133A
patent/ZA716133B/en
unknown

1971-09-13
IL
IL37702A
patent/IL37702A/en
unknown

1971-09-16
AU
AU33579/71A
patent/AU3357971A/en
not_active
Expired

1971-10-01
NL
NL7113513A
patent/NL7113513A/xx
unknown

1971-10-22
CA
CA125,840A
patent/CA958020A/en
not_active
Expired

1971-10-28
DE
DE19712153825
patent/DE2153825A1/en
active
Pending

1971-10-28
FR
FR7138782A
patent/FR2111950B1/fr
not_active
Expired

1971-10-29
BE
BE774674A
patent/BE774674A/en
unknown

1971-10-29
GB
GB5033171A
patent/GB1307028A/en
not_active
Expired

Also Published As

Publication number
Publication date

AU3357971A
(en)

1973-03-22

FR2111950B1
(en)

1975-04-18

IL37702A0
(en)

1971-11-29

FR2111950A1
(en)

1972-06-09

CH540230A
(en)

1973-08-15

BE774674A
(en)

1972-05-02

ZA716133B
(en)

1972-06-28

NL7113513A
(en)

1972-05-03

CA958020A
(en)

1974-11-19

DE2153825A1
(en)

1972-05-04

CH544070A
(en)

1973-11-15

IL37702A
(en)

1975-02-10

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Legal Events

Date
Code
Title
Description

1973-06-27
PS
Patent sealed [section 19, patents act 1949]

1976-05-26
PLNP
Patent lapsed through nonpayment of renewal fees

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