GB1348165A - N-n-cyanoalkyl-n-nitroso-amino-amino-alcohol esters - Google Patents

N-n-cyanoalkyl-n-nitroso-amino-amino-alcohol esters

Info

Publication number
GB1348165A
GB1348165A GB1348165DA GB1348165A GB 1348165 A GB1348165 A GB 1348165A GB 1348165D A GB1348165D A GB 1348165DA GB 1348165 A GB1348165 A GB 1348165A
Authority
GB
United Kingdom
Prior art keywords
amino
nitroso
acid addition
formula
cyanoalkyl
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
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.)
Sandoz AG
Original Assignee
Sandoz 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.)
Filing date
Publication date
Application filed by Sandoz AG filed Critical Sandoz AG
Publication of GB1348165A publication Critical patent/GB1348165A/en
Expired legal-status Critical Current

Links

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
    • C07D295/22—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 hetero atoms directly attached to ring nitrogen atoms
    • C07D295/28—Nitrogen atoms
    • C07D295/30—Nitrogen atoms non-acylated

Landscapes

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

Abstract

1348165 N - [N - (cyanoalkyl) - N - nitroso]- amino-amino alcohol esters SANDOZ Ltd 28 June 1971 [30 June 1970 28 Aug 1970] 30124/71 Heading C2C Novel compounds of Formula I (in which each of R 1 and R 2 is H or C 1-4 alkyl, R 3 is -(R 5 )-CH 2 -X and R 4 is -(R 5 )-CH 3 or -(R 5 )-CH 2 -X, or R 3 and R 4 , together with the N atom, form a radical of Formula II or III in which R 5 is C 1-7 alkylene, X is -ONO 2 or -OCOR 6 , R 6 is C 1-4 alkyl optionally substituted by 1 to 3 F or Cl atoms, R 7 is C 1-3 alkylene, p is 4, 5 or 6 and q is 0 or 1, with the proviso that, in Formula III, when q is 0, the substituent is not on a carbon atom adjacent to the nitrogen atom), and pharmaceutically acceptable acid addition salts thereof, are prepared by (a) nitrating a corresponding compound I in which each X is OH and/or the nitroso group is absent, or (b) acylating a corresponding compound I in which each X is OH by reaction with an appropriate acid anhydride or halide, and, if desired, converting the free bases into acid addition salts. 4 - [N - (2 - cyanoisopropyl) - N - nitroso]- amino - 1 - piperazine - ethanol nitrate is prepared by reacting 4-amino-1-piperazine-ethanol with KCN followed by acetone to give 4-[N- (2 - cyanoisopropyl) - amino] - 1 - piperazineethanol and then nitrating this by treatment with a mixture of acetic anhydride and nitric acid. Pharmaceutical compositions having antianginal activity for oral administration comprise a compound I or a pharmaceutically acceptable acid addition salt thereof, together with a pharmaceutical carrier.
GB1348165D 1970-06-30 1971-06-28 N-n-cyanoalkyl-n-nitroso-amino-amino-alcohol esters Expired GB1348165A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US5133870A 1970-06-30 1970-06-30
US6799470A 1970-08-28 1970-08-28

Publications (1)

Publication Number Publication Date
GB1348165A true GB1348165A (en) 1974-03-13

Family

ID=26729317

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1348165D Expired GB1348165A (en) 1970-06-30 1971-06-28 N-n-cyanoalkyl-n-nitroso-amino-amino-alcohol esters

Country Status (4)

Country Link
CH (1) CH560178A5 (en)
DE (1) DE2131826A1 (en)
FR (1) FR2100841B1 (en)
GB (1) GB1348165A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0495776A4 (en) * 1989-02-28 1992-02-10 Us Secretary United States Dep Stabilized nitric oxide-primary amine complexes useful as cardiovascular agents.
US5208233A (en) * 1989-09-15 1993-05-04 The United States Of America As Represented By The Department Of Health And Human Services Anti-hypertensive compositions of secondary amine-nitric oxide adducts and use thereof

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3921460A1 (en) * 1989-06-30 1991-01-03 Cassella Ag SUBSTITUTED 3-AMINO-DYNONOMINES, PROCESS FOR THEIR PREPARATION AND THEIR USE
DE3921796A1 (en) * 1989-07-03 1991-01-17 Cassella Ag SUBSTITUTED 3-AMINO-DYNONOMINES, PROCESS FOR THEIR PREPARATION AND THEIR USE

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0495776A4 (en) * 1989-02-28 1992-02-10 Us Secretary United States Dep Stabilized nitric oxide-primary amine complexes useful as cardiovascular agents.
EP0495776A1 (en) * 1989-02-28 1992-07-29 Us Health Stabilized nitric oxide-primary amine complexes useful as cardiovascular agents.
US5208233A (en) * 1989-09-15 1993-05-04 The United States Of America As Represented By The Department Of Health And Human Services Anti-hypertensive compositions of secondary amine-nitric oxide adducts and use thereof

Also Published As

Publication number Publication date
FR2100841A1 (en) 1972-03-24
DE2131826A1 (en) 1972-01-05
FR2100841B1 (en) 1975-10-31
CH560178A5 (en) 1975-03-27

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees