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6-TERT-BUTYL-2,3-NAPHTHALENEDICARBONITRILE structure, CAS 32703-82-5

6-TERT-BUTYL-2,3-NAPHTHALENEDICARBONITRILE

CAS Number32703-82-5

Synonyms6-tert-butylnaphthalene-2,3-dicarbonitrile; MFCD00209558

Molecular FormulaC16H14N2

Molecular Weight234.3

Purity

Density1.11g/cm3

Boiling Point429.7ºC at 760 mmHg

Melting Point185-189ºC(lit.)

Flash Point

Appearance

EINECS

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Cat. No.: 2A-1174074 Purity:
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Quality Control of [ 32703-82-5 ] SDS Specification MoL

Chemical & Physical Properties
CAS Number32703-82-5
Catalog No.2A-1174074
Chinese Name6-(叔丁基)萘-2,3-二甲腈
Synonyms6-tert-butylnaphthalene-2,3-dicarbonitrile; MFCD00209558
Molecular FormulaC16H14N2
Molecular Weight234.3
Density1.11g/cm3
Boiling Point429.7ºC at 760 mmHg
Melting Point185-189ºC(lit.)
Storage ConditionRoom temperature, dry and sealed
ApplicationBRD9876 is a "stringent" inhibitor that locks kinesin-5 (Eg5) in a state that enhances microtubule (MTs) binding, leading to bundling and stabilization of MTs. BRD9876 interacts with tyrosine 104 resi
HTC2926909090
PubChem ID3259301
MDL NumberMFCD00209558
SMILESCC(C)(C)c1ccc2cc(C#N)c(C#N)cc2c1
InChIInChI=1S/C16H14N2/c1-16(2,3)15-5-4-11-6-13(9-17)14(10-18)7-12(11)8-15/h4-8H,1-3H3
InChI KeyMKILROQBJOOZKC-UHFFFAOYSA-N
Hazard Symbolstransportation
MSDSmsds/174412_1_32703_82_5.pdf
BioactivityBRD9876 is the "rigor" inhibitor that locks kinesin-5 (Eg5) in a state with enhanced microtubules (MTs) binding, leading to bundling and stabilization of MTs. BRD9876 interacts with the tyrosine 104 residue that is part of the α4-α6 allosteric binding pocket. BRD9876 specifically targets microtubule-bound Eg5 and selectively inhibits myeloma over CD34 cells. BRD9876 has the potential for multiple myeloma (MM) research[1][2][3][4]. Related Catalog Research Areas >> Cancer Signaling Pathways >> Cell Cycle/DNA Damage >> Microtubule/Tubulin Signaling Pathways >> Cell Cycle/DNA Damage >> Kinesin Signaling Pathways >> Cytoskeleton >> Microtubule/Tubulin Signaling Pathways >> Cytoskeleton >> Kinesin In Vitro BRD9876 (10 μM; 24 hours) reveales rapid arrest of cells at the G2/M phase starting as early as 2h of treatment in MM1S cells[1]. BRD9876 exhibits approximately 3-fold selectivity for MM1S myeloma cells (IC50=3.1 μM) over CD34+ derived hematopoietic cells (IC50=9.1 μM)[1]. BRD9876 (0.1, 1, 10, 100 uM) is able to overcome, in MM1S cells, stromal resistance of bone marrow stromal cells (BMSCs) from MM bone marrow aspirates but only minimal effects are observed with BRD9876 against primary MM cells[1]. BRD9876 is completely ineffective at inhibiting the basal ATPase activity of Eg5, in contrast to loop L5-binding monastrol or α4/α6-binding BI8 which shows greater activity against basal Eg5 ATPase activity[1]. Cell Cycle Analysis[1] Cell Line: MM1S cells and CD34 hematopoietic cells Concentration: 10 μM Incubation Time: 24 hours Result: Revealed rapid arrest of cells at the G2/M phase starting as early as 2h of treatment in MM1S cells. Showed markedly less G2/M arrest in CD34 hematopoietic cells. References [1]. Shrikanta Chattopadhyay, et al. Niche-Based Screening in Multiple Myeloma Identifies a Kinesin-5 Inhibitor with Improved Selectivity over Hematopoietic Progenitors. Cell Rep. 2015 Feb 10;10(5):755-770. [2]. Chieh-Ting Fang, et al. HSP70 regulates Eg5 distribution within the mitotic spindle and modulates the cytotoxicity of Eg5 inhibitors. Cell Death Dis. 2020 Sep 1;11(8):715. [3]. Anke Maes, et al. The therapeutic potential of cell cycle targeting in multiple myeloma. Oncotarget. 2017 Jun 28;8(52):90501-90520. [4]. Geng-Yuan Chen, et al. Eg5 Inhibitors Have Contrasting Effects on Microtubule Stability and Metaphase Spindle Integrity. ACS Chem Biol. 2017 Apr 21;12(4):1038-1046. Chemical & Physical Properties Density 1.11g/cm3 Boiling Point 429.7ºC at 760 mmHg Melting Point 185-189ºC(lit.) Molecular Formula C16H14N2 Molecular Weight 234.29600 Flash Point 206.6ºC Exact Mass 234.11600 PSA 47.58000 LogP 3.88066 Index of Refraction 1.603 InChIKey MKILROQBJOOZKC-UHFFFAOYSA-N SMILES CC(C)(C)c1ccc2cc(C#N)c(C#N)cc2c1
Use ofProperties Name 6-tert-Butyl-2,3-naphthalenedicarbonitrile Synonym More Synonyms Biological Activity Related Catalog Research Areas >> Cancer Signaling Pathways >> Cell Cycle/DNA Damage >> Microtubule/Tubulin Signaling Pathways >> Cell Cycle/DNA Damage >> Kinesin Signaling Pathways >> Cytoskeleton >> Microtubule/Tubulin Signaling Pathways >> Cytoskeleton >> Kinesin References [1]. Shrikanta Chattopadhyay, et al. Niche-Based Screening in Multiple Myeloma Identifies a Kinesin-5 Inhibitor with Improved Selectivity over Hematopoietic Progenitors. Cell Rep. 2015 Feb 10;10(5):755-770. [2]. Chieh-Ting Fang, et al. HSP70 regulates Eg5 distribution within the mitotic spindle and modulates the cytotoxicity of Eg5 inhibitors. Cell Death Dis. 2020 Sep 1;11(8):715. [3]. Anke Maes, et al. The therapeutic potential of cell cycle targeting in multiple myeloma. Oncotarget. 2017 Jun 28;8(52):90501-90520. [4]. Geng-Yuan Chen, et al. Eg5 Inhibitors Have Contrasting Effects on Microtubule Stability and Metaphase Spindle Integrity. ACS Chem Biol. 2017 Apr 21;12(4):1038-1046. Chemical & Physical Properties Molecular Formula C16H14N2 Exact Mass 234.11600 PSA 47.58000 LogP 3.88066 Index of Refraction 1.603 InChIKey MKILROQBJOOZKC-UHFFFAOYSA-N
Tax Rebate9.0%
SupervisionNone MFN tariff: 6.5% Ordinary tariff: 30.0%
Transport InfoProduct name: Purity: 94.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: No dangerous goods IMDG Code: No dangerous goods International Air Transport Dangerous Regulations: No dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special precautions for users No data available
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