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Bms-214662

CAS No.:
195987-41-8
Catalog Number:
AG00ABWZ
Molecular Formula:
C25H23N5O2S2
Molecular Weight:
489.6124
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
99%
1 week
United States
$307
- +
5mg
99%
1 week
United States
$640
- +
10mg
99%
1 week
United States
$1057
- +
25mg
99%
1 week
United States
$2057
- +
50mg
99%
1 week
United States
$3307
- +
100mg
99%
1 week
United States
$5723
- +
Product Description
Catalog Number:
AG00ABWZ
Chemical Name:
Bms-214662
CAS Number:
195987-41-8
Molecular Formula:
C25H23N5O2S2
Molecular Weight:
489.6124
MDL Number:
MFCD09955166
IUPAC Name:
(3R)-3-benzyl-1-(1H-imidazol-5-ylmethyl)-4-thiophen-2-ylsulfonyl-3,5-dihydro-2H-1,4-benzodiazepine-7-carbonitrile
InChI:
InChI=1S/C25H23N5O2S2/c26-13-20-8-9-24-21(11-20)15-30(34(31,32)25-7-4-10-33-25)23(12-19-5-2-1-3-6-19)17-29(24)16-22-14-27-18-28-22/h1-11,14,18,23H,12,15-17H2,(H,27,28)/t23-/m1/s1
InChI Key:
OLCWFLWEHWLBTO-HSZRJFAPSA-N
SMILES:
N#Cc1ccc2c(c1)CN([C@@H](CN2Cc1[nH]cnc1)Cc1ccccc1)S(=O)(=O)c1cccs1
UNII:
L2U9GFD244
Properties
Complexity:
834  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
489.129g/mol
Formal Charge:
0
Heavy Atom Count:
34  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
489.612g/mol
Monoisotopic Mass:
489.129g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
130A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.9  
Literature
Title Journal
Synthesis and biological evaluation of new phenothiazine derivatives bearing a pyrazole unit as protein farnesyltransferase inhibitors. Bioorganic & medicinal chemistry letters 20121115
Modulation of anthracycline-induced cytotoxicity by targeting the prenylated proteome in myeloid leukemia cells. Journal of molecular medicine (Berlin, Germany) 20120201
The MEK inhibitor PD184352 enhances BMS-214662-induced apoptosis in CD34+ CML stem/progenitor cells. Leukemia 20110701
Toward the development of innovative bifunctional agents to induce differentiation and to promote apoptosis in leukemia: clinical candidates and perspectives. Journal of medicinal chemistry 20101014
Novel therapeutic agents against cancer stem cells of chronic myeloid leukemia. Anti-cancer agents in medicinal chemistry 20100201
Design, Synthesis and Evaluation of Novel 1-(Substituted Acetyl)-4-(10-Bromo-8-Chloro-5,6-Dihydro-11H-Benzo[5,6]Cyclohepta[1,2-B]Pyridine-11-Ylidene)piperidines as Antitumor Agents and Farnesyl Protein Transferase Inhibitors. Indian journal of pharmaceutical sciences 20100101
BMS-214662 induces mitochondrial apoptosis in chronic myeloid leukemia (CML) stem/progenitor cells, including CD34+38- cells, through activation of protein kinase Cbeta. Blood 20091105
Analysis of the eukaryotic prenylome by isoprenoid affinity tagging. Nature chemical biology 20090401
Chronic myelogenous leukemia stem cells: What's new? Current hematologic malignancy reports 20090401
Ethyl methanesulphonate in a parenteral formulation of BMS-214662 mesylate, a selective farnesyltransferase inhibitor: formation and rate of hydrolysis. Pharmaceutical development and technology 20090101
BMS-214662 potently induces apoptosis of chronic myeloid leukemia stem and progenitor cells and synergizes with tyrosine kinase inhibitors. Blood 20080301
Characterization of cancer stem cells in chronic myeloid leukaemia. Biochemical Society transactions 20071101
Phase I trial of weekly paclitaxel and BMS-214662 in patients with advanced solid tumors. Clinical cancer research : an official journal of the American Association for Cancer Research 20070615
Phase I clinical trial of the farnesyltransferase inhibitor BMS-214662 administered as a weekly 24 h continuous intravenous infusion in patients with advanced solid tumors. Cancer chemotherapy and pharmacology 20060701
Group IVC cytosolic phospholipase A2gamma is farnesylated and palmitoylated in mammalian cells. Journal of lipid research 20051001
Development of farnesyl transferase inhibitors: a review. The oncologist 20050901
Farnesyltransferase inhibitor BMS-214662 induces apoptosis in myeloma cells through PUMA up-regulation, Bax and Bak activation, and Mcl-1 elimination. Molecular pharmacology 20050601
Phase I study of the farnesyltransferase inhibitor BMS-214662 given weekly in patients with solid tumors. Clinical cancer research : an official journal of the American Association for Cancer Research 20050601
Isoprenylation of intracellular proteins as a new target for the therapy of human neoplasms: preclinical and clinical implications. Current drug targets 20050501
Phase I study of BMS-214662, a farnesyl transferase inhibitor in patients with acute leukemias and high-risk myelodysplastic syndromes. Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20050420
Phase I pharmacokinetic and pharmacodynamic study of weekly 1-hour and 24-hour infusion BMS-214662, a farnesyltransferase inhibitor, in patients with advanced solid tumors. Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20050410
A phase I trial of the novel farnesyl protein transferase inhibitor, BMS-214662, in combination with paclitaxel and carboplatin in patients with advanced cancer. Clinical cancer research : an official journal of the American Association for Cancer Research 20050301
[Farnesyltransferase inhibitors: preliminary results in acute myeloid leukemia]. Bulletin du cancer 20050301
Clinical activity of farnesyl transferase inhibitors in hematologic malignancies: possible mechanisms of action. Leukemia & lymphoma 20041101
Farnesyltransferase inhibitor BMS-214662 induces apoptosis in B-cell chronic lymphocytic leukemia cells. Leukemia 20041001
Crystal structures of the anticancer clinical candidates R115777 (Tipifarnib) and BMS-214662 complexed with protein farnesyltransferase suggest a mechanism of FTI selectivity. Biochemistry 20040608
Apoptotic and cytostatic farnesyltransferase inhibitors have distinct pharmacology and efficacy profiles in tumor models. Cancer research 20040601
A phase I pharmacokinetic and pharmacodynamic study of the farnesyl transferase inhibitor BMS-214662 in combination with cisplatin in patients with advanced solid tumors. Clinical cancer research : an official journal of the American Association for Cancer Research 20040415
Phase I clinical trial of the farnesyltransferase inhibitor BMS-214662 given as a 1-hour intravenous infusion in patients with advanced solid tumors. Clinical cancer research : an official journal of the American Association for Cancer Research 20040401
Synthesis of N,N'-disubstituted 3-aminobenzo[c] and [d]azepin-2-ones as potent and specific farnesyl transferase inhibitors. Bioorganic & medicinal chemistry letters 20040209
Design, synthesis, and biological activity of 4-[(4-cyano-2-arylbenzyloxy)-(3-methyl-3H-imidazol-4-yl)methyl]benzonitriles as potent and selective farnesyltransferase inhibitors. Journal of medicinal chemistry 20040129
Farnesyl transferase inhibitors in myeloid malignancies. Blood reviews 20030901
Farnesyltransferase inhibitors in acute myeloid leukemia and myelodysplastic syndromes. Clinical lymphoma 20030801
Preclinical and clinical evaluation of farnesyltransferase inhibitors. Current oncology reports 20030301
Farnesyl transferase inhibitors in the treatment of breast cancer. Expert opinion on investigational drugs 20030301
Targeting RAS signalling pathways in cancer therapy. Nature reviews. Cancer 20030101
BMS-214662 (Bristol-Myers Squibb). IDrugs : the investigational drugs journal 20030101
Farnesyl transferase inhibitors as anticancer agents. European journal of cancer (Oxford, England : 1990) 20020901
[New therapeutic targets and strategies in lung cancer]. Archivos de bronconeumologia 20020801
Agents targeting ras signaling pathway. Current pharmaceutical design 20020101
Preclinical antitumor activity of BMS-214662, a highly apoptotic and novel farnesyltransferase inhibitor. Cancer research 20011015
Farnesyltransferase inhibitors. Seminars in oncology 20011001
Discovery of (R)-7-cyano-2,3,4, 5-tetrahydro-1-(1H-imidazol-4-ylmethyl)-3- (phenylmethyl)-4-(2-thienylsulfonyl)-1H-1,4-benzodiazepine (BMS-214662), a farnesyltransferase inhibitor with potent preclinical antitumor activity. Journal of medicinal chemistry 20001005
Properties