336113-53-2,MFCD22628831
Catalog No.:AA00C6D7

336113-53-2 | Ispinesib

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1mg
≥98%
in stock  
$63.00   $44.00
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5mg
≥98%
in stock  
$246.00   $172.00
- +
10mg
≥98%
in stock  
$368.00   $257.00
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25mg
99%
in stock  
$804.00   $563.00
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50mg
≥98%
in stock  
$1,518.00   $1,062.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00C6D7
Chemical Name:
Ispinesib
CAS Number:
336113-53-2
Molecular Formula:
C30H33ClN4O2
Molecular Weight:
517.0616
MDL Number:
MFCD22628831
SMILES:
NCCCN([C@@H](c1nc2cc(Cl)ccc2c(=O)n1Cc1ccccc1)C(C)C)C(=O)c1ccc(cc1)C
Properties
Computed Properties
 
Complexity:
803  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
37  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0  
Rotatable Bond Count:
9  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
5.3  

Downstream Synthesis Route
CASUnavailable 
  874-60-2    336113-53-2 

[1]Holland,JasonP.;Jones,MichaelW.;Cohrs,Susan;Schibli,Roger;Fischer,Eliane[BioorganicandMedicinalChemistry,2013,vol.21,#2,p.496-507]

[1]Holland,JasonP.;Jones,MichaelW.;Cohrs,Susan;Schibli,Roger;Fischer,Eliane[BioorganicandMedicinalChemistry,2013,vol.21,#2,p.496-507]

[1]Holland,JasonP.;Jones,MichaelW.;Cohrs,Susan;Schibli,Roger;Fischer,Eliane[BioorganicandMedicinalChemistry,2013,vol.21,#2,p.496-507]

[1]Holland,JasonP.;Jones,MichaelW.;Cohrs,Susan;Schibli,Roger;Fischer,Eliane[BioorganicandMedicinalChemistry,2013,vol.21,#2,p.496-507]

[1]Holland,JasonP.;Jones,MichaelW.;Cohrs,Susan;Schibli,Roger;Fischer,Eliane[BioorganicandMedicinalChemistry,2013,vol.21,#2,p.496-507]

Literature

Title: Identification of potent Yes1 kinase inhibitors using a library screening approach.

Journal: Bioorganic & medicinal chemistry letters 20130801

Title: The structure of the ternary Eg5-ADP-ispinesib complex.

Journal: Acta crystallographica. Section D, Biological crystallography 20121001

Title: Triphenylbutanamines: kinesin spindle protein inhibitors with in vivo antitumor activity.

Journal: Journal of medicinal chemistry 20120223

Title: Protein-based identification of quantitative trait loci associated with malignant transformation in two HER2+ cellular models of breast cancer.

Journal: Proteome science 20120101

Title: Mitosis phase enrichment with identification of mitotic centromere-associated kinesin as a therapeutic target in castration-resistant prostate cancer.

Journal: PloS one 20120101

Title: Discovery of (+)-N-(3-aminopropyl)-N-[1-(5-benzyl-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl)-2-methylpropyl]-4-methylbenzamide (AZD4877), a kinesin spindle protein inhibitor and potential anticancer agent.

Journal: Journal of medicinal chemistry 20111013

Title: A phase I study of ispinesib, a kinesin spindle protein inhibitor, administered weekly for three consecutive weeks of a 28-day cycle in patients with solid tumors.

Journal: Investigational new drugs 20110601

Title: The association between EGFR variant III, HPV, p16, c-MET, EGFR gene copy number and response to EGFR inhibitors in patients with recurrent or metastatic squamous cell carcinoma of the head and neck.

Journal: Head & neck oncology 20110101

Title: Evaluation of activity and combination strategies with the microtubule-targeting drug sagopilone in breast cancer cell lines.

Journal: Frontiers in oncology 20110101

Title: A pediatric phase I trial and pharmacokinetic study of ispinesib: a Children's Oncology Group phase I consortium study.

Journal: Pediatric blood & cancer 20101215

Title: Novel benzimidazole inhibitors bind to a unique site in the kinesin spindle protein motor domain.

Journal: Biochemistry 20100928

Title: Functional characterisation and drug target validation of a mitotic kinesin-13 in Trypanosoma brucei.

Journal: PLoS pathogens 20100801

Title: Activity of the kinesin spindle protein inhibitor ispinesib (SB-715992) in models of breast cancer.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20100115

Title: Initial testing (stage 1) of the kinesin spindle protein inhibitor ispinesib by the pediatric preclinical testing program.

Journal: Pediatric blood & cancer 20091215

Title: Thermodynamics of nucleotide and inhibitor binding to wild-type and ispinesib-resistant forms of human kinesin spindle protein.

Journal: Biochemistry 20091124

Title: A Bayesian population PK-PD model for ispinesib/docetaxel combination-induced myelosuppression.

Journal: Cancer chemotherapy and pharmacology 20090201

Title: KIF11 inhibition for glioblastoma treatment: reason to hope or a struggle with the brain?

Journal: BMC cancer 20090101

Title: Southwest Oncology Group phase II study of ispinesib in androgen-independent prostate cancer previously treated with taxanes.

Journal: Clinical genitourinary cancer 20080901

Title: Progress on kinesin spindle protein inhibitors as anti-cancer agents.

Journal: Anti-cancer agents in medicinal chemistry 20080801

Title: Conformation-dependent ligand regulation of ATP hydrolysis by human KSP: activation of basal hydrolysis and inhibition of microtubule-stimulated hydrolysis by a single, small molecule modulator.

Journal: Journal of the American Chemical Society 20080618

Title: A phase II study of ispinesib (SB-715992) in patients with metastatic or recurrent malignant melanoma: a National Cancer Institute of Canada Clinical Trials Group trial.

Journal: Investigational new drugs 20080601

Title: Phase II study of ispinesib in recurrent or metastatic squamous cell carcinoma of the head and neck.

Journal: Investigational new drugs 20080601

Title: A phase II and pharmacokinetic study of SB-715992, in patients with metastatic hepatocellular carcinoma: a study of the National Cancer Institute of Canada Clinical Trials Group (NCIC CTG IND.168).

Journal: Investigational new drugs 20080601

Title: Mechanism of inhibition of human KSP by ispinesib.

Journal: Biochemistry 20080318

Title: A phase I trial of ispinesib, a kinesin spindle protein inhibitor, with docetaxel in patients with advanced solid tumours.

Journal: British journal of cancer 20080311

Title: A University of Chicago consortium phase II trial of SB-715992 in advanced renal cell cancer.

Journal: Clinical genitourinary cancer 20080301

Title: Promising novel cytotoxic agents and combinations in metastatic prostate cancer.

Journal: Cancer journal (Sudbury, Mass.) 20080101

Title: ATP-competitive inhibitors of the mitotic kinesin KSP that function via an allosteric mechanism.

Journal: Nature chemical biology 20071101

Title: Synthesis and SAR of thiophene containing kinesin spindle protein (KSP) inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20070701

Title: American Chemical Society--233rd National Meeting. Kinesin spindle protein inhibitors. 25-29 March 2007, Chicago, IL, USA.

Journal: IDrugs : the investigational drugs journal 20070501

Title: A Bayesian population PK-PD model of ispinesib-induced myelosuppression.

Journal: Clinical pharmacology and therapeutics 20070101

Title: Increased therapeutic potential of an experimental anti-mitotic inhibitor SB715992 by genistein in PC-3 human prostate cancer cell line.

Journal: BMC cancer 20060101

Title: Highlights from the International Conference on Molecular Targets and Cancer Therapeutics: Discovery, Biology, And Clinical Applications, Philadelphia, PA, November 2005; ECCO 13--The European Cancer Conference, Paris, France, October 30-November 3, 2005.

Journal: Clinical genitourinary cancer 20051201

Title: Lad L, et al. Mechanism of inhibition of human KSP by ispinesib. Biochemistry. 2008 Mar 18;47(11):3576-85.

Title: Purcell JW, et al. Activity of the kinesin spindle protein inhibitor ispinesib (SB-715992) in models of breast cancer. Clin Cancer Res. 2010 Jan 15;16(2):566-76.

Title: Davis DA, et al. Increased therapeutic potential of an experimental anti-mitotic inhibitor SB715992 by genistein in PC-3 human prostate cancer cell line. BMC Cancer. 2006 Jan 24;6:22.

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SDS
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Tags:336113-53-2 Molecular Formula|336113-53-2 MDL|336113-53-2 SMILES|336113-53-2 Ispinesib
Catalog No.: AA00C6D7
336113-53-2,MFCD22628831
336113-53-2 | Ispinesib
Pack Size: 1mg
Purity: ≥98%
in stock
$63.00 $44.00
Pack Size: 5mg
Purity: ≥98%
in stock
$246.00 $172.00
Pack Size: 10mg
Purity: ≥98%
in stock
$368.00 $257.00
Pack Size: 25mg
Purity: 99%
in stock
$804.00 $563.00
Pack Size: 50mg
Purity: ≥98%
in stock
$1,518.00 $1,062.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00C6D7
Chemical Name: Ispinesib
CAS Number: 336113-53-2
Molecular Formula: C30H33ClN4O2
Molecular Weight: 517.0616
MDL Number: MFCD22628831
SMILES: NCCCN([C@@H](c1nc2cc(Cl)ccc2c(=O)n1Cc1ccccc1)C(C)C)C(=O)c1ccc(cc1)C
Properties
Complexity: 803  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 1  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 37  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 1  
Isotope Atom Count: 0  
Rotatable Bond Count: 9  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 5.3  
Downstream Synthesis Route
CASUnavailable 
  874-60-2    336113-53-2 

[1]Holland,JasonP.;Jones,MichaelW.;Cohrs,Susan;Schibli,Roger;Fischer,Eliane[BioorganicandMedicinalChemistry,2013,vol.21,#2,p.496-507]

89-77-0    336113-53-2 

[1]Holland,JasonP.;Jones,MichaelW.;Cohrs,Susan;Schibli,Roger;Fischer,Eliane[BioorganicandMedicinalChemistry,2013,vol.21,#2,p.496-507]

108-12-3    336113-53-2 

[1]Holland,JasonP.;Jones,MichaelW.;Cohrs,Susan;Schibli,Roger;Fischer,Eliane[BioorganicandMedicinalChemistry,2013,vol.21,#2,p.496-507]

887636-73-9    336113-53-2 

[1]Holland,JasonP.;Jones,MichaelW.;Cohrs,Susan;Schibli,Roger;Fischer,Eliane[BioorganicandMedicinalChemistry,2013,vol.21,#2,p.496-507]

587881-22-9    336113-53-2 

[1]Holland,JasonP.;Jones,MichaelW.;Cohrs,Susan;Schibli,Roger;Fischer,Eliane[BioorganicandMedicinalChemistry,2013,vol.21,#2,p.496-507]

Literature fold

Title: Identification of potent Yes1 kinase inhibitors using a library screening approach.

Journal: Bioorganic & medicinal chemistry letters20130801

Title: The structure of the ternary Eg5-ADP-ispinesib complex.

Journal: Acta crystallographica. Section D, Biological crystallography20121001

Title: Triphenylbutanamines: kinesin spindle protein inhibitors with in vivo antitumor activity.

Journal: Journal of medicinal chemistry20120223

Title: Protein-based identification of quantitative trait loci associated with malignant transformation in two HER2+ cellular models of breast cancer.

Journal: Proteome science20120101

Title: Mitosis phase enrichment with identification of mitotic centromere-associated kinesin as a therapeutic target in castration-resistant prostate cancer.

Journal: PloS one20120101

Title: Discovery of (+)-N-(3-aminopropyl)-N-[1-(5-benzyl-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl)-2-methylpropyl]-4-methylbenzamide (AZD4877), a kinesin spindle protein inhibitor and potential anticancer agent.

Journal: Journal of medicinal chemistry20111013

Title: A phase I study of ispinesib, a kinesin spindle protein inhibitor, administered weekly for three consecutive weeks of a 28-day cycle in patients with solid tumors.

Journal: Investigational new drugs20110601

Title: The association between EGFR variant III, HPV, p16, c-MET, EGFR gene copy number and response to EGFR inhibitors in patients with recurrent or metastatic squamous cell carcinoma of the head and neck.

Journal: Head & neck oncology20110101

Title: Evaluation of activity and combination strategies with the microtubule-targeting drug sagopilone in breast cancer cell lines.

Journal: Frontiers in oncology20110101

Title: A pediatric phase I trial and pharmacokinetic study of ispinesib: a Children's Oncology Group phase I consortium study.

Journal: Pediatric blood & cancer20101215

Title: Novel benzimidazole inhibitors bind to a unique site in the kinesin spindle protein motor domain.

Journal: Biochemistry20100928

Title: Functional characterisation and drug target validation of a mitotic kinesin-13 in Trypanosoma brucei.

Journal: PLoS pathogens20100801

Title: Activity of the kinesin spindle protein inhibitor ispinesib (SB-715992) in models of breast cancer.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research20100115

Title: Initial testing (stage 1) of the kinesin spindle protein inhibitor ispinesib by the pediatric preclinical testing program.

Journal: Pediatric blood & cancer20091215

Title: Thermodynamics of nucleotide and inhibitor binding to wild-type and ispinesib-resistant forms of human kinesin spindle protein.

Journal: Biochemistry20091124

Title: A Bayesian population PK-PD model for ispinesib/docetaxel combination-induced myelosuppression.

Journal: Cancer chemotherapy and pharmacology20090201

Title: KIF11 inhibition for glioblastoma treatment: reason to hope or a struggle with the brain?

Journal: BMC cancer20090101

Title: Southwest Oncology Group phase II study of ispinesib in androgen-independent prostate cancer previously treated with taxanes.

Journal: Clinical genitourinary cancer20080901

Title: Progress on kinesin spindle protein inhibitors as anti-cancer agents.

Journal: Anti-cancer agents in medicinal chemistry20080801

Title: Conformation-dependent ligand regulation of ATP hydrolysis by human KSP: activation of basal hydrolysis and inhibition of microtubule-stimulated hydrolysis by a single, small molecule modulator.

Journal: Journal of the American Chemical Society20080618

Title: A phase II study of ispinesib (SB-715992) in patients with metastatic or recurrent malignant melanoma: a National Cancer Institute of Canada Clinical Trials Group trial.

Journal: Investigational new drugs20080601

Title: Phase II study of ispinesib in recurrent or metastatic squamous cell carcinoma of the head and neck.

Journal: Investigational new drugs20080601

Title: A phase II and pharmacokinetic study of SB-715992, in patients with metastatic hepatocellular carcinoma: a study of the National Cancer Institute of Canada Clinical Trials Group (NCIC CTG IND.168).

Journal: Investigational new drugs20080601

Title: Mechanism of inhibition of human KSP by ispinesib.

Journal: Biochemistry20080318

Title: A phase I trial of ispinesib, a kinesin spindle protein inhibitor, with docetaxel in patients with advanced solid tumours.

Journal: British journal of cancer20080311

Title: A University of Chicago consortium phase II trial of SB-715992 in advanced renal cell cancer.

Journal: Clinical genitourinary cancer20080301

Title: Promising novel cytotoxic agents and combinations in metastatic prostate cancer.

Journal: Cancer journal (Sudbury, Mass.)20080101

Title: ATP-competitive inhibitors of the mitotic kinesin KSP that function via an allosteric mechanism.

Journal: Nature chemical biology20071101

Title: Synthesis and SAR of thiophene containing kinesin spindle protein (KSP) inhibitors.

Journal: Bioorganic & medicinal chemistry letters20070701

Title: American Chemical Society--233rd National Meeting. Kinesin spindle protein inhibitors. 25-29 March 2007, Chicago, IL, USA.

Journal: IDrugs : the investigational drugs journal20070501

Title: A Bayesian population PK-PD model of ispinesib-induced myelosuppression.

Journal: Clinical pharmacology and therapeutics20070101

Title: Increased therapeutic potential of an experimental anti-mitotic inhibitor SB715992 by genistein in PC-3 human prostate cancer cell line.

Journal: BMC cancer20060101

Title: Highlights from the International Conference on Molecular Targets and Cancer Therapeutics: Discovery, Biology, And Clinical Applications, Philadelphia, PA, November 2005; ECCO 13--The European Cancer Conference, Paris, France, October 30-November 3, 2005.

Journal: Clinical genitourinary cancer20051201

Title: Lad L, et al. Mechanism of inhibition of human KSP by ispinesib. Biochemistry. 2008 Mar 18;47(11):3576-85.

Title: Purcell JW, et al. Activity of the kinesin spindle protein inhibitor ispinesib (SB-715992) in models of breast cancer. Clin Cancer Res. 2010 Jan 15;16(2):566-76.

Title: Davis DA, et al. Increased therapeutic potential of an experimental anti-mitotic inhibitor SB715992 by genistein in PC-3 human prostate cancer cell line. BMC Cancer. 2006 Jan 24;6:22.

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