6-tert-Butyl-2,3-naphthalenedicarbonitrile

Modify Date: 2024-01-09 14:46:30

6-tert-Butyl-2,3-naphthalenedicarbonitrile structure	Common Name	6-tert-Butyl-2,3-naphthalenedicarbonitrile
	CAS Number	32703-82-5	Molecular Weight	234.29600
	Density	1.11g/cm3	Boiling Point	429.7ºC at 760 mmHg
	Molecular Formula	C₁₆H₁₄N₂	Melting Point	185-189ºC(lit.)
	MSDS	USA	Flash Point	206.6ºC
	Symbol	GHS07	Signal Word	Warning

Use of 6-tert-Butyl-2,3-naphthalenedicarbonitrile

BRD9876 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].

Name	6-tert-Butyl-2,3-naphthalenedicarbonitrile
Synonym	More Synonyms

Description	BRD9876 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.

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

MSDS(Chinese)

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302-H312-H332
Precautionary Statements	P280
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xn: Harmful;
Risk Phrases	20/21/22
Safety Phrases	36
RIDADR	NONH for all modes of transport
HS Code	2926909090

Fumaronitrile

CAS#:764-42-1

N/A

CAS#:183959-40-2

~44%

6-tert-Butyl-2,...

CAS#:32703-82-5

Literature: Plater; Jeremiah; Bourhill Journal of the Chemical Society. Perkin Transactions 1, 2002 , vol. 2, # 1 p. 91 - 96

1,2-dimethyl-4-...

CAS#:7397-06-0

6-tert-Butyl-2,...

CAS#:32703-82-5

Literature: Plater; Jeremiah; Bourhill Journal of the Chemical Society. Perkin Transactions 1, 2002 , vol. 2, # 1 p. 91 - 96

N/A

CAS#:183959-40-2

Fumaronitrile

CAS#:764-42-1

6-tert-Butyl-2,...

CAS#:32703-82-5

Literature: Kovshev,E.I. et al. Journal of Organic Chemistry USSR (English Translation), 1971 , vol. 7, p. 364 - 366 Zhurnal Organicheskoi Khimii, 1971 , vol. 7, # 2 p. 369 - 371

Precursor 2
CAS#:764-42-1 Fumaronitrile CAS#:7397-06-0 1,2-dimethyl-4-...
DownStream 4
CAS#:105011-00-5 Vanadyl 2,11,20... CAS#:159454-81-6 6-tert-butyl-3-... CAS#:58687-99-3 2,11,20,29-tetr... CAS#:39049-43-9 zinc 2,11,20,29...

HS Code	2926909090
Summary	HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%