Conformationally restricted novel pyrazole derivatives: synthesis of 1,8-disubstituted 5,5-dimethyl-4,5-dihydro-1H-benzo[g]indazoles as a new class of PDE4 inhibitors

T Shyamsunder Reddy; K Shiva Kumar; Chandana L T Meda; Ajit Kandale; D Rambabu; G Rama Krishna; C Hariprasad; V Venugopala Rao; S Venkataiah; C Malla Reddy; A Naidu; P K Dubey; Kishore V L Parsa; Manojit Pal

doi:10.1016/j.bmcl.2012.03.029

Conformationally restricted novel pyrazole derivatives: synthesis of 1,8-disubstituted 5,5-dimethyl-4,5-dihydro-1H-benzo[g]indazoles as a new class of PDE4 inhibitors

Bioorg Med Chem Lett. 2012 May 1;22(9):3248-55. doi: 10.1016/j.bmcl.2012.03.029. Epub 2012 Mar 14.

Authors

T Shyamsunder Reddy¹, K Shiva Kumar, Chandana L T Meda, Ajit Kandale, D Rambabu, G Rama Krishna, C Hariprasad, V Venugopala Rao, S Venkataiah, C Malla Reddy, A Naidu, P K Dubey, Kishore V L Parsa, Manojit Pal

Affiliation

¹ CiVentiChem (India) Private Limited, Plot No. 72/A, Part 2 Phase-1, IDA Jeedimetla, Hyderabad 500 055, India.

PMID: 22464134
DOI: 10.1016/j.bmcl.2012.03.029

Abstract

A number of novel 1,8-disubstituted 5,5-dimethyl-4,5-dihydro-1H-benzo[g]indazoles based on a conformationally restricted pyrazole framework have been designed as potential inhibitors of PDE4. All these compounds were readily prepared by using simple chemistry strategy. The in vitro PDE4B inhibitory properties and molecular modeling studies of some of the compounds synthesized along with the X-ray single crystal data of a representative compound is presented.

MeSH terms

Crystallography, X-Ray
Drug Design
Indazoles / chemical synthesis*
Indazoles / chemistry
Indazoles / pharmacology
Models, Molecular
Molecular Conformation
Phosphodiesterase 4 Inhibitors / chemical synthesis
Phosphodiesterase 4 Inhibitors / chemistry*
Pyrazoles / chemistry*
Pyrazoles / pharmacology

Substances

Indazoles
Phosphodiesterase 4 Inhibitors
Pyrazoles