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US3821244A Expired / Lapsed US ⏱️ 0.0 years remaining

2-amino-4-phenyl-2-imidazolines

Assignee: Mead Johnson and Co LLC
•
Filing: 1972-07-03
•
Granted: 1974-06-28
•
Expires: 1992-07-03
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Abstract

Abstract The novel compounds of this invention are of the imidazoline class of heterocycles having substituents in the 2 and 4 imidazoline ring positions and optionally in the 3-position. Substituents in the 2-position include amino, hydroxyamino, alkylamino, benzylamino, halobenzylamino, dihalo benzylamino, allylamino, cycloalkylamino, hydrazino, and alkylidenehydrazino. Optional 3-position subsitutents are alkyl and benzyl. The substituent in the 4-position is comprised of phenyl or R-phenyl in which the R-substituent is selected from halogen, alkyl, benxyloxy, alkoxy, dialkoxy, 3-hydroxy, 3,4-dihydroxy, trifluoromethyl, phenyl, halophenyl, or alkylphenyl. The novel imidazolines have antihypertensive and neuronal blocking properties. They are prepared by cyclization of appropriately substituted 1-phenylethylenediamines with cyanogen bromide or by displacement of a methylmercapto grouping from an appropriately substituted 2-methylthioimidazoline. Representative embodiments of this invention are 2-amino-4-(4-chlorophenyl)-2-imidazoline and 2-amino-4-(3,4-dichlorophenyl)-2-imidazoline.

Inventors

  • 👤 W Matier
  • 👤 W Timmey

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 02:14
CPC Classifications
C; C07; C07C; C07C255/00; A; A61; A61P; A61P25/00; A61P25/02; A61P9/00; A61P9/12; C07D; C07D233/00; C07D233/04; C07D233/28; C07D233/30; C07D233/42; C07D233/44; C07D233/46; C07D233/48; C07D233/52

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 12 words
The compound of the group defined in claim 1 which is 2-amino-4-(2-chlorophenyl)-2-imidazoline.
Claim 2
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2-amino-4-(2-chlorophenyl)-2-imidazoline hydrobromide.
Claim 3
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 4-(2-chlorophenyl)-2-hydrazino-2-imidazoline.
Claim 4
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 4-(2-chlorophenyl)-2-hydrazino-2-imidazoline hydriodide.
Claim 5
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 4-(2-chlorophenyl)-2-isopropylidenehydrazino-2-imidazoline.
Claim 6
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 4-(2-chlorophenyl)-2-isopropylidenehydrazino-2-imidazoline hydriodide.
Claim 7
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 2-amino-4-(4-chlorophenyl)-2-imidazoline.
Claim 8
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2-amino-4-(4-chlorophenyl)-2-imidazoline hydrobromide.
Claim 9
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 2-amino-4-(4-bromophenyl)-2-imidazoline.
Claim 10
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2-amino-4-(4-bromophenyl)-2-imidazoline hydrobromide.
Claim 11
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 2-amino-4-(2,4-dichlorophenyl)-2-imidazoline.
Claim 12
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2-amino-4-(2,4-dichlorophenyl)-2-imidazoline hydrobromide.
Claim 13
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 2-amino-4-(2,6-dichlorophenyl)-2-imidazoline.
Claim 14
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2-amino-4-(2,6-dichlorophenyl)-2-imidazoline hydrobromide.
Claim 15
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 2-amino-4-(p-tolyl)-2-imidazoline.
Claim 16
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2-amino-4-(p-tolyl)-2-imidazoline hydrobromide.
Claim 17
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 2-amino-4-(4-biphenylyl)-2-imidazoline.
Claim 18
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2-amino-4-(4-biphenylyl)-2-imidazoline hydrobromide.
Claim 19
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 2-amino-4-(3,4-dichlorophenyl)-2-imidazoline.
Claim 20
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2-amino-4-(3,4-dichlorophenyl)-2-imidazoline hydrobromide.
Claim 21
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 4-(4-chlorophenyl)-2-(methylamino)-2-imidazoline.
Claim 22
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 4-(4-chlorophenyl)-2-(methylamino)-2-imidazoline hemimucate.
Claim 23
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 2-amino-4-(3,4-dimethoxyphenyl)-2-imidazoline.
Claim 24
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2-amino-4-(3,4-dimethoxyphenyl)-2-imidazoline hydrobromide.
Claim 25
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 2-benzylamino-4-phenyl-2-imidazoline.
Claim 26
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2-benzylamino-4-phenyl-2-imidazoline fumarate.
Claim 27
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 2-(4-chlorobenzylamino)-4-phenyl-2-imidazoline.
Claim 28
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2-(4-chlorobenzylamino)-4-phenyl-2-imidazoline fumarate.

References Cited (Backward Citations)

No citation records indexed.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1977-06-27 1977-12-27 1978-06-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1981-06-27 1981-12-27 1982-06-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1985-06-27 1985-12-27 1986-06-28 $7700.00 Window Closed / Lapsed

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