Crystal and molecular structure of synthetic antidiabetic compound: Derivatives of tetrahydro indoles-(1 -N -butyl-2,6,6'-trimethyl-4-oxo-4,5,6,7-tetrahydro-3 indole acetic acid) and modeling studies

Article abstract of DOI:10.1080/10587250108028260

The crystal and molecular structure of (1-n-butyl-2,6,6'-trimethyl-4-oxo - 4,5,6,7 - tetrahydro - 3 indole acetic acid) with desirable anti hyperglycemic properties is reported. The title compound crystallises in orthorhombic space group Pbca with z =8. The unit cell dimensions are a=15.698(13)A, b= 11.639(2)A, c = 18.506(3)A, V =3381.2(29)A³, Dcal = 1.145Mg/m³. The cyclohexane ring adopts a sofa conformation. The structure is stabilized by C-H---O and O-H---O hydrogen bonds. Molecular modeling studies on this class of compounds and the classical antidiabetic agent tolbutamide reveal a structural basis for the similar biological activity exhibited by two totally structurally unrelated compounds.

Full text of DOI:10.1080/10587250108028260

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Molecular Crystals and
Liquid Crystals Science
and Technology. Section A.
Molecular Crystals and Liquid
Crystals
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Crystal and Molecular
Structure of Synthetic
Antidiabetic Compound:
Derivatives of Tetrahydro
Indoles-(1-N-Butyl-2,6,6′-
Trimethyl-4-Oxo-4,5,6,7-
Tetrahydro-3 Indole Acetic
Acid) and Modeling Studies
K. Rajalakshmi a , S. Deepthi a , Vasantha
Pattabhi a c & K. Nagarajan b
a Department of Crystallography and BioPhysics ,
University of Madras , Guindy Campus, Madras,
600025, India
b Recon Limited, R&D Centre , 32/1, Kalena
Agrahara, Bannarghattta Road, Bangalore,
560076, India
c Department of Crystallography and Biophysics ,
University of Madras , Guindy Campus, Chennai,
600 025, India Phone: 91-044-2353167 Fax:
91-044-2353167 E-mail:
Published online: 24 Sep 2006.

To cite this article: K. Rajalakshmi , S. Deepthi , Vasantha Pattabhi & K.
Nagarajan (2001) Crystal and Molecular Structure of Synthetic Antidiabetic
Compound: Derivatives of Tetrahydro Indoles-(1-N-Butyl-2,6,6′-Trimethyl-4-
Oxo-4,5,6,7-Tetrahydro-3 Indole Acetic Acid) and Modeling Studies, Molecular
Crystals and Liquid Crystals Science and Technology. Section A. Molecular Crystals
and Liquid Crystals, 357:1, 281-289, DOI: 10.1080/10587250108028260
To link to this article: http://dx.doi.org/10.1080/10587250108028260
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