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Studies of the correlation between structure and tuberculostatic effect of the benzylamine class

Ruckdeschel, G. and Stransky, D. and Schönenberger, Helmut (1976) Studies of the correlation between structure and tuberculostatic effect of the benzylamine class. Pharmazie 31 (6), pp. 374-381.

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Abstract

Among 114 N-alkylbenzylamines and their derivs. tested, N-butyl-3-fluorobenzylamine (I) [60509-34-4] showed the highest tuberculostatic activity (min. inhibitory concn. 30 micro g/ml against Mycobacterium tuberculosis in vitro. Several other N-alkylbenzylamines with or without ring substituents showd good activity, whereas compds. substituted in the CH2 group of the benzyl residue, or coupled to a second mol. through this group, showed loss of activity. The N-alkylbenzylamines were synthesized by prepn. and redn. of the corresponding Schiff base, and the benzyl-CH2-substituted derivs. by reaction of the Schiff base with a Grignard reagent.

Item Type:

Article

Additional information (public):

CAN 85:137174 1-3 Pharmacodynamics 2090-62-2P; 33597-22-7P; 60508-96-5P; 60509-14-0P; 60509-15-1P; 60509-16-2P; 60509-17-3P; 60509-18-4P; 60509-19-5P; 60509-21-9P; 60509-22-0P; 60509-23-1P; 60509-24-2P; 60509-25-3P; 60509-26-4P; 60509-27-5P; 60509-28-6P; 60509-29-7P; 60509-30-0P; 60509-31-1P; 60509-32-2P; 60509-44-6P; 60509-45-7P; 60509-51-5P; 60509-52-6P; 60509-53-7P; 60509-55-9P; 60509-56-0P; 60509-57-1P; 60509-58-2P; 60509-59-3P; 60509-60-6P; 60509-61-7P; 60509-73-1P; 60509-74-2P; 60537-66-8P; 60580-47-4P; 61013-31-8P Role: BAC (Biological activity or effector, except adverse), BSU (Biological study, unclassified), SPN (Synthetic preparation), THU (Therapeutic use), BIOL (Biological study), PREP (Preparation), USES (Uses) (prepn. and tuberculostatic activity of); 60509-75-3P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 99-61-6; 123-08-0; 500-22-1; 529-23-7; 552-89-6; 555-16-8; 556-18-3; 619-66-9; 1709-44-0 Role: BIOL (Biological study) (reaction with alkylamines and redn. of); 90-02-8; 100-52-7; 100-83-4 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction with alkylamines and redn. of); 75-64-9; 78-81-9; 96-20-8; 107-10-8; 109-73-9; 124-22-1; 13952-84-6 Role: BIOL (Biological study) (reaction with benzaldehyde and Grignard reagents); 6852-58-0 Role: BIOL (Biological study) (reaction with cyanide); 100-46-9; 102-97-6; 103-67-3; 1165-52-2; 1667-16-9; 2032-33-9; 2049-94-7; 2403-22-7; 2403-38-5; 3378-72-1; 5730-02-9; 14321-27-8; 16183-21-4; 16183-28-1; 16183-35-0; 16183-39-4; 22704-59-2; 25468-43-3; 25468-44-4; 42882-36-0; 46120-25-6; 60508-94-3; 60508-95-4; 60508-97-6; 60508-98-7; 60508-99-8; 60509-00-4; 60509-01-5; 60509-02-6; 60509-03-7; 60509-04-8; 60509-05-9; 60509-06-0; 60509-07-1; 60509-08-2; 60509-09-3; 60509-10-6; 60509-11-7; 60509-12-8; 60509-13-9; 60509-33-3; 60509-34-4; 60509-35-5; 60509-36-6; 60509-37-7; 60509-38-8; 60509-39-9; 60509-40-2; 60509-41-3; 60509-42-4; 60509-43-5; 60509-46-8; 60509-47-9; 60509-48-0; 60509-49-1; 60509-50-4; 60509-54-8; 60509-62-8; 60509-63-9; 60509-64-0; 60509-65-1; 60509-66-2; 60509-67-3; 60509-68-4; 60509-69-5; 60509-70-8; 60509-71-9; 60509-72-0; 60509-76-4; 60509-77-5 Role: BAC (Biological activity or effector, except adverse), BSU (Biological study, unclassified), THU (Therapeutic use), BIOL (Biological study), USES (Uses) (tuberculostatic activity of)

Institutions:

Chemistry and Pharmacy > Institute of Pharmacy > Retired Professors > Prof. Schönenberger

Identification Number:

Value	Type
1976:537174	Other

Keywords:

Tuberculostatics (alkylbenzylamine) Molecular structure-biological activity relationship (tuberculostatic, of alkylbenzylamines) alkylbenzylamine tuberculostatic Mycobacterium alkylbenzylamine benzylamine alkyl tuberculostatic

Subjects:

500 Science > 540 Chemistry & allied sciences

Status:

Published

Refereed:

Yes, this version has been refereed

Created at the University of Regensburg:

Unknown

Owner:

Petra Gürster

Deposited On:

22 Nov 2010 13:15