Synthesis and antibacterial activity of potent heterocyclic oxazolidinones and the identification of RBx 8700

Rudra, Sonali; Yadav, Ajay Singh; Rao, A. V. Subba; Srinivas, Aluru; Pandya, Manisha; Bhateja, Pragya; Mathur, Tarun; Malhotra, Sunita; Rattan, Ashok; Salman, Mohammed; Mehta, A. G.; Cliffe, Ian A.; Das, Biswajit

doi:10.1016/j.bmcl.2007.10.061

Cited by 10 publications

(5 citation statements)

References 9 publications

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“…(Morley et al, 2006), as inhibitors of Janus kinases (Wilson et al, 2010), in the identification of RBx 8700 (Rudra et al, 2007) and in the treatment of myeloproliferative disorders and cancers (Altman et al, 2008). This is the reason they have attracted our interest.…”

Section: Data Collectionmentioning

confidence: 98%

“…For the bioactivity of thiophene derivatives, see: Wilson et al (2010); Rudra et al (2007); Altman et al (2008); Morley et al (2006).…”

Section: Related Literaturementioning

confidence: 99%

“…Bruker SMART 1K CCD areadetector diffractometer Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T min = 0.195, T max = 0.687 3264 measured reflections 1419 independent reflections 1294 reflections with I > 2(I) Data collection: SMART (Bruker, 1999); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL. (Morley et al, 2006), as inhibitors of Janus kinases (Wilson et al, 2010), in the identification of RBx 8700 (Rudra et al, 2007) and in the treatment of myeloproliferative disorders and cancers (Altman et al, 2008). This is the reason they have attracted our interest.…”

Section: Data Collectionmentioning

confidence: 99%

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2-Iodo-5-nitrothiophene

Huang

Zeng

et al. 2010

Acta Cryst E

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The title compound, C4H2INO2S, was synthesized by nitration of iodothiophene with acetyl nitrate. The molecule is essentially planar, withthe nitro group tilted by 1.78 (19)° and the iodine atom displaced by 0.0233 (2) Å with respect to the thiophene ring. In the crystal structure, adjacent molecules are linked through weak I⋯O interactions [3.039 (2)Å], forming chains extending along the b axis.

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Section: Data Collectionmentioning

confidence: 98%

“…For the bioactivity of thiophene derivatives, see: Wilson et al (2010); Rudra et al (2007); Altman et al (2008); Morley et al (2006).…”

Section: Related Literaturementioning

confidence: 99%

Section: Data Collectionmentioning

confidence: 99%

See 1 more Smart Citation

2-Iodo-5-nitrothiophene

Huang

Zeng

et al. 2010

Acta Cryst E

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“…itors of Janus kinases (Wilson et al, 2010), in the identification of RBx 8700 (Rudra et al, 2007) and in the treatment of myeloproliferative disorders and cancers (Altman et al, 2008). This is the reason they have attracted our interest.…”

Section: Related Literaturementioning

confidence: 98%

Ethyl 2-{3-[(2-chloro-1,3-thiazol-5-yl)methyl]-4-nitroimino-1,3,5-triazinan-1-yl}acetate

et al. 2010

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In the title compound, C11H15ClN6O4S, which belongs to the neonicotinoid class of insecticidally active heterocyclic compounds, the six-membered triazine ring adopts an opened envolope conformation. The planar nitro imine group [dihedral angle between nitro and imine groups = 1.07 (7)°] and the thiazole ring are oriented at a dihedral angle of 69.62 (8)°. A classical intramolecular N—H⋯O hydrogen bond is found in the molecular structure. Moreover, one classical intermolecular N—H⋯N and four non-classical C—H⋯O and C—H⋯N hydrogen bonds are also present in the crystal structure. Besides intermolecular hydrogen bonds, the Cl atom forms an intermolecular short contact [3.020 (2) Å] with one of the nitro O atoms.

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“…Rudra et al have reported series of heterocyclic oxazolidinones as antibacterial agents with identification of RBx 8700 as potent compound [ 50 ]. Systematic modification of the linker between the five-membered heterocycle and the piperazinyl ring of RBx 7644 and its thienyl analogue 44 ( Figure 25 ) resulted in the identification of an expanded spectrum compound.…”

Section: Structure Activity Relationship (Sar) [ 26 mentioning

confidence: 99%

Current Updates on Oxazolidinone and Its Significance

Pandit

Singla²,

Shrivastava

2012

International Journal of Medicinal Chemistry

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Oxazolidinone is a five-member heterocyclic ring exhibiting potential medicinal properties with preferential antibacterial activity. Scientists reported various synthetic procedures for this heterocyclic structure. Current review articles tried to cover each and every potential aspect of oxazolidinone like synthetic routes, pharmacological mechanism of action, medicinal properties, and current research activities.

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Synthesis and antibacterial activity of potent heterocyclic oxazolidinones and the identification of RBx 8700

Cited by 10 publications

References 9 publications

2-Iodo-5-nitrothiophene

2-Iodo-5-nitrothiophene

Ethyl 2-{3-[(2-chloro-1,3-thiazol-5-yl)methyl]-4-nitroimino-1,3,5-triazinan-1-yl}acetate

Current Updates on Oxazolidinone and Its Significance

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