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10537-47-0

10537-47-0 structure
10537-47-0 structure
  • Name: Malonoben
  • Chemical Name: malonoben
  • CAS Number: 10537-47-0
  • Molecular Formula: C18H22N2O
  • Molecular Weight: 282.380
  • Catalog: Biochemical Amino acids and their derivatives Tyrosine derivatives
  • Create Date: 2018-08-05 11:09:24
  • Modify Date: 2024-01-09 09:28:25
  • Tyrphostin A9(AG 17), a tyrosine kinase inhibitor, is a potent inducer of mitochondrial fission. Tyrphostin A9 emerged as the most potent and selective of 51 tyrosine kinase inhibitors tested against the TNF-induced respiratory burst. IC50 value: Target: Multi tyrosine kinaseTyrphostin A9 inhibited TNF-induced tyrosine phosphorylation of pyk2 without blocking the cells' bactericidal activity. Tyrphostin A9 is a PDGF receptor tyrosine kinase inhibitor (IC50 = 500 nM). Recent findings suggest that signaling via PDGF receptor tyrosine kinases is not necessary for the shift of the smooth muscle cells from a contractile to a synthetic phenotype. On the other hand these enzymes apparently carry out important functions in the control of intracellular membrane traffic and cell division.

Name malonoben
Synonyms (3,5-Di-tert-butyl-4-hydroxybenzyliden)malononitril
2-(3,5-di-tert-butyl-4-hydroxybenzylidene)malononitrile
Malonoben
MFCD00209853
2-[(3,5-ditert-butyl-4-hydroxyphenyl)methylidene]propanedinitrile
(3,5-Di-tert-butyl-4-hydroxybenzylidene)malononitrile
Tyrphostin AG17
Tyrphostin 9
2-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]propanedinitrile
[4-Hydroxy-3,5-bis(2-methyl-2-propanyl)benzylidene]malononitrile
GCP 5126
Propanedinitrile, 2-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-
(3,5-di-tert-butyl-4-hydroxybenzylidene)propanedinitrile
Caswell No. 291AA
[(3,5-di-tert-butyl-4-hydroxyphenyl)methylidene]propanedinitrile
3,5-di-tert-butyl-4-hydroxybenzylidene-malononitrile
tyrphostin A9
Description Tyrphostin A9(AG 17), a tyrosine kinase inhibitor, is a potent inducer of mitochondrial fission. Tyrphostin A9 emerged as the most potent and selective of 51 tyrosine kinase inhibitors tested against the TNF-induced respiratory burst. IC50 value: Target: Multi tyrosine kinaseTyrphostin A9 inhibited TNF-induced tyrosine phosphorylation of pyk2 without blocking the cells' bactericidal activity. Tyrphostin A9 is a PDGF receptor tyrosine kinase inhibitor (IC50 = 500 nM). Recent findings suggest that signaling via PDGF receptor tyrosine kinases is not necessary for the shift of the smooth muscle cells from a contractile to a synthetic phenotype. On the other hand these enzymes apparently carry out important functions in the control of intracellular membrane traffic and cell division.
Related Catalog
References

[1]. Park SJ, Park YJ, Shin JH, et al. A receptor tyrosine kinase inhibitor, Tyrphostin A9 induces cancer cell death through Drp1 dependent mitochondria fragmentation. Biochem Biophys Res Commun. 2011 May 13;408(3):465-70.

[2]. Richard F. Loeser, Christopher B. Forsyth, Allen M. Samarel et al. Fibronectin Fragment Activation of Proline-rich Tyrosine Kinase PYK2 Mediates Integrin Signals Regulating Collagenase-3 Expression by Human Chondrocytes through a Protein Kinase C-dependent Pathway. The Journal of Biological Chemistry, 2003, 278, 24577-24585.

[3]. Michele Fuortes, Maxine Melchior, Hyunsil Han, et al. Role of the tyrosine kinase pyk2 in the integrin-dependent activation of human neutrophils by TNF. J Clin Invest. 1999;104(3):327-335.

[4]. Johan Thyberg . Tyrphostin A9 and wortmannin perturb the Golgi complex and block proliferation of vascular smooth muscle cells. European Journal of Cell Biology.1998,76(1): 33-42

[5]. R Marhaba, F Mary, C Pelassy, et al. Tyrphostin A9 inhibits calcium release-dependent phosphorylations and calcium entry via calcium release-activated channel in Jurkat T cells. The Journal of Immunology. 1996,157 (4): 1468-1473

Density 1.1±0.1 g/cm3
Boiling Point 386.8±37.0 °C at 760 mmHg
Melting Point 141-143℃ (ethanol )
Molecular Formula C18H22N2O
Molecular Weight 282.380
Flash Point 187.7±26.5 °C
Exact Mass 282.173218
PSA 67.81000
LogP 4.81
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.555
Storage condition Store at RT
Water Solubility ethanol: 20 mg/mL

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OO3737000
CHEMICAL NAME :
Malononitrile, 3,5-di-tert-butyl-4-hydroxybenzylidene-
CAS REGISTRY NUMBER :
10537-47-0
BEILSTEIN REFERENCE NO. :
2700764
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C18-H22-N2-O
MOLECULAR WEIGHT :
282.42
WISWESSER LINE NOTATION :
NCYCN&U1R DQ CX1&1&1 EX1&1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
87 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
SPEADM Special Publication of the Entomological Society of America. (4603 Calvert Rd., College Park, MD 20740) Volume(issue)/page/year: 78-1,21,1978
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
226 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
SPEADM Special Publication of the Entomological Society of America. (4603 Calvert Rd., College Park, MD 20740) Volume(issue)/page/year: 74-1,-,1974
Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H301-H311-H331
Precautionary Statements P261-P280-P301 + P310-P311
Personal Protective Equipment Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes T: Toxic;
Risk Phrases R23/24/25
Safety Phrases S36/37/39-S45
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS OO3737000
Hazard Class 6.1
HS Code 2926909090

~84%

10537-47-0 structure

10537-47-0

Literature: Hori, Hitoshi; Nagasawa, Hideko; Ishibashi, Masaki; Uto, Yoshihiro; Hirata, Akihiko; Saijo, Kouichi; Ohkura, Kazuto; Kirk, Kenneth L; Uehara, Yoshimasa Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 10 p. 3257 - 3265
Precursor  2

DownStream  0

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%