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

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

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

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.

Original language	English
Pages (from-to)	3248-3255
Number of pages	8
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	22
Issue number	9
DOIs	https://doi.org/10.1016/j.bmcl.2012.03.029
State	Published - 1 May 2012
Externally published	Yes

Keywords

Benzo[g]indazole
Docking
PDE4
Pyrazole
X-ray

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2012.03.029

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Shyamsunder Reddy, T., Shiva Kumar, K., Meda, C. L. T., Kandale, A., Rambabu, D., Rama Krishna, G., Hariprasad, C., Venugopala Rao, V., Venkataiah, S., Malla Reddy, C., Naidu, A., Dubey, P. K., Parsa, K. V. L., & Pal, M. (2012). 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. Bioorganic and Medicinal Chemistry Letters, 22(9), 3248-3255. https://doi.org/10.1016/j.bmcl.2012.03.029

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title = "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",

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.",

keywords = "Benzo[g]indazole, Docking, PDE4, Pyrazole, X-ray",

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

year = "2012",

month = may,

day = "1",

doi = "10.1016/j.bmcl.2012.03.029",

language = "English",

volume = "22",

pages = "3248--3255",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd.",

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Shyamsunder Reddy, T, Shiva Kumar, K, Meda, CLT, Kandale, A, Rambabu, D, Rama Krishna, G, Hariprasad, C, Venugopala Rao, V, Venkataiah, S, Malla Reddy, C, Naidu, A, Dubey, PK, Parsa, KVL & Pal, M 2012, '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', Bioorganic and Medicinal Chemistry Letters, vol. 22, no. 9, pp. 3248-3255. https://doi.org/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. / Shyamsunder Reddy, T.; Shiva Kumar, K.; Meda, Chandana L.T. et al.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 22, No. 9, 01.05.2012, p. 3248-3255.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Conformationally restricted novel pyrazole derivatives

T2 - Synthesis of 1,8-disubstituted 5,5-dimethyl-4,5-dihydro-1H-benzo[g]indazoles as a new class of PDE4 inhibitors

AU - Shyamsunder Reddy, T.

AU - Shiva Kumar, K.

AU - Meda, Chandana L.T.

AU - Kandale, Ajit

AU - Rambabu, D.

AU - Rama Krishna, G.

AU - Hariprasad, C.

AU - Venugopala Rao, V.

AU - Venkataiah, S.

AU - Malla Reddy, C.

AU - Naidu, A.

AU - Dubey, P. K.

AU - Parsa, Kishore V.L.

AU - Pal, Manojit

PY - 2012/5/1

Y1 - 2012/5/1

N2 - 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.

AB - 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.

KW - Benzo[g]indazole

KW - Docking

KW - PDE4

KW - Pyrazole

KW - X-ray

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VL - 22

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EP - 3255

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 9

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

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