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501951-42-4,MFCD13152399
Catalog No.:AA00DA8K

501951-42-4 | SB-705498

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1mg
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$8.00   $6.00
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5mg
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00DA8K
Chemical Name:
SB-705498
CAS Number:
501951-42-4
Molecular Formula:
C17H16BrF3N4O
Molecular Weight:
429.2343
MDL Number:
MFCD13152399
SMILES:
O=C(Nc1ccccc1Br)N[C@@H]1CCN(C1)c1ccc(cn1)C(F)(F)F
Properties
Computed Properties
 
Complexity:
493  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
3  
XLogP3:
3.8  

Downstream Synthesis Route

[1]Rami,HarshadK.;Thompson,Mervyn;Stemp,Geoffrey;Fell,Steve;Jerman,JeffreyC.;Stevens,AlexanderJ.;Smart,Darren;Sargent,Becky;Sanderson,Dominic;Randall,AndrewD.;Gunthorpe,MartinJ.;Davis,JohnB.[BioorganicandMedicinalChemistryLetters,2006,vol.16,#12,p.3287-3291]

[1]Rami,HarshadK.;Thompson,Mervyn;Stemp,Geoffrey;Fell,Steve;Jerman,JeffreyC.;Stevens,AlexanderJ.;Smart,Darren;Sargent,Becky;Sanderson,Dominic;Randall,AndrewD.;Gunthorpe,MartinJ.;Davis,JohnB.[BioorganicandMedicinalChemistryLetters,2006,vol.16,#12,p.3287-3291]

[1]Rami,HarshadK.;Thompson,Mervyn;Stemp,Geoffrey;Fell,Steve;Jerman,JeffreyC.;Stevens,AlexanderJ.;Smart,Darren;Sargent,Becky;Sanderson,Dominic;Randall,AndrewD.;Gunthorpe,MartinJ.;Davis,JohnB.[BioorganicandMedicinalChemistryLetters,2006,vol.16,#12,p.3287-3291]

Literature

Title: Inhibition of airway hyper-responsiveness by TRPV1 antagonists (SB-705498 and PF-04065463) in the unanaesthetized, ovalbumin-sensitized guinea pig.

Journal: British journal of pharmacology 20120701

Title: Effect of mucosal TRPV1 inhibition in allergic rhinitis.

Journal: Basic & clinical pharmacology & toxicology 20120301

Title: TRPV1 antagonists: clinical setbacks and prospects for future development.

Journal: Progress in medicinal chemistry 20120101

Title: Effect of transient receptor potential vanilloid 1 (TRPV1) receptor antagonist compounds SB705498, BCTC and AMG9810 in rat models of thermal hyperalgesia measured with an increasing-temperature water bath.

Journal: European journal of pharmacology 20100901

Title: Discovery of novel 6,6-heterocycles as transient receptor potential vanilloid (TRPV1) antagonists.

Journal: Journal of medicinal chemistry 20100422

Title: Essential role for TRPV1 in stress-induced (mast cell-dependent) colonic hypersensitivity in maternally separated rats.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20091001

Title: The effects of the TRPV1 receptor antagonist SB-705498 on trigeminovascular sensitisation and neurotransmission.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20091001

Title: Analgesic potential of TRPV1 antagonists.

Journal: Biochemical pharmacology 20090801

Title: Capsaicin receptor antagonists: a promising new addition to the pain clinic.

Journal: British journal of anaesthesia 20090201

Title: TRPing the switch on pain: an introduction to the chemistry and biology of capsaicin and TRPV1.

Journal: Chemical Society reviews 20080801

Title: The effects of the TRPV1 antagonist SB-705498 on TRPV1 receptor-mediated activity and inflammatory hyperalgesia in humans.

Journal: Pain 20071101

Title: Characterization of SB-705498, a potent and selective vanilloid receptor-1 (VR1/TRPV1) antagonist that inhibits the capsaicin-, acid-, and heat-mediated activation of the receptor.

Journal: The Journal of pharmacology and experimental therapeutics 20070601

Title: Discovery of SB-705498: a potent, selective and orally bioavailable TRPV1 antagonist suitable for clinical development.

Journal: Bioorganic & medicinal chemistry letters 20060615

Title: Martin J. Gunthorpe, et al. Characterization of SB-705498, a Potent and Selective Vanilloid Receptor-1 (VR1/TRPV1) Antagonist That Inhibits the Capsaicin-, Acid-, and Heat-Mediated Activation of the Receptor. JPET June 2007 vol. 321 no. 3 1183-1192.

Title: Rami HK, et al. Discovery of SB-705498: a potent, selective and orally bioavailable TRPV1 antagonist suitable for clinical development. Bioorg Med Chem Lett. 2006 Jun 15;16(12):3287-91.

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