Tyrphostin 8

Modify Date: 2024-01-03 17:56:03

Tyrphostin 8 Structure
Tyrphostin 8 structure
Common Name Tyrphostin 8
CAS Number 3785-90-8 Molecular Weight 170.17
Density 1.29 g/cm3 Boiling Point 354.3ºC at 760 mmHg
Molecular Formula C10H6N2O Melting Point 186-189 °C
MSDS Chinese USA Flash Point 168.1ºC
Symbol GHS06
GHS06
Signal Word Danger

 Use of Tyrphostin 8


Tyrphostin 8 is a tyrosine kinase, with an IC50 of 560 μM for EGFR kinase. Tyrphostin 8 is also a GTPase inhibitor. Tyrphostin 8 can inhibit the protein serine/threonine phosphatase calcineurin (IC50=21 μM)[1][2][3].

 Names

Name 4-hydroxybenzylidenemalononitrile
Synonym More Synonyms

 Tyrphostin 8 Biological Activity

Description Tyrphostin 8 is a tyrosine kinase, with an IC50 of 560 μM for EGFR kinase. Tyrphostin 8 is also a GTPase inhibitor. Tyrphostin 8 can inhibit the protein serine/threonine phosphatase calcineurin (IC50=21 μM)[1][2][3].
Related Catalog
Target

EGFR:560 μM (IC50)

calcineuin phosphatase:21 μM (IC50)

In Vitro Tyrphostin 8 (10-100 μM; pretreated for 20 min) blocks the Carbachol-initiated PKCδ tyrosine phosphorylation and ERK1/2 activation in parotid acinar cells[1]. Tyrphostin 8 (10-100 μM) produces a rapid and large increase in the basal O2 consumption of parotid acinar[1]. Tyrphostin 8 (10-100 μM) reduces the parotid ATP content by ∼90% at the concentration of 100 μM[1]. Tyrphostin 8 increases apical-to-basolateral transport of insulin-transferrin conjugate by enhancing transferrin receptor-mediated transcytosis in filter-grown Caco-2 cell monolayer[2]. Western Blot Analysis[1] Cell Line: Parotid acinar cells Concentration: 10, 100 μM Incubation Time: Pretreated for 20 min Result: Reduced the increase in tyrosine phosphorylation of PKCδ initiated by carbachol. Reduced the activation of ERK1/2 by carbachol.
In Vivo Tyrphostin 8 improves the glucose-lowering effect of Insulin-transferrin in Streptozotocin-induced diabetic rats[2].
References

[1]. Soltoff SP. Evidence that tyrphostins AG10 and AG18 are mitochondrial uncouplers that alter phosphorylation-dependent cell signaling. J Biol Chem. 2004 Mar 19;279(12):10910-8.

[2]. Xia CQ, et, al. Tyrphostin-8 enhances transferrin receptor-mediated transcytosis in Caco-2- cells and inreases hypoglycemic effect of orally administered insulin-transferrin conjugate in diabetic rats. Pharm Res. 2001 Feb;18(2):191-5.

[3]. Martin BL. Inhibition of calcineurin by the tyrphostin class of tyrosine kinase inhibitors. Biochem Pharmacol. 1998 Aug 15;56(4):483-8.

 Chemical & Physical Properties

Density 1.29 g/cm3
Boiling Point 354.3ºC at 760 mmHg
Melting Point 186-189 °C
Molecular Formula C10H6N2O
Molecular Weight 170.17
Flash Point 168.1ºC
Exact Mass 170.04800
PSA 67.81000
LogP 1.82276
Index of Refraction 1.653
Storage condition 2-8°C
Water Solubility ethanol: 20 mg/mL, clear

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OO4200000
CHEMICAL NAME :
Malononitrile, (p-hydroxybenzylidene)-
CAS REGISTRY NUMBER :
3785-90-8
BEILSTEIN REFERENCE NO. :
2209079
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C10-H6-N2-O
MOLECULAR WEIGHT :
170.18
WISWESSER LINE NOTATION :
QR D1UYCN&CN

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 14,1325,1965
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
65 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NATUAS Nature. (Nature Subscription Dept., POB 1018, Manasguan, NJ 08736) V.1- 1869- Volume(issue)/page/year: 228,1315,1970

 Safety Information

Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H301-H319
Precautionary Statements P301 + P310-P305 + P351 + P338
Personal Protective Equipment Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes T: Toxic;
Risk Phrases 25
Safety Phrases S45
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS OO4200000
Packaging Group III
Hazard Class 6.1
HS Code 2926909090

 Customs

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%

 Articles7

More Articles
Effect of combined changes in delayed extraction time and potential gradient on the mass resolution and ion discrimination in the analysis of polydisperse polymers and polymer blends by delayed extraction matrix-assisted laser desorption/ionization time-of-flight mass spectrometry

Rapid Commun. Mass Spectrom. 13(24) , 2511-7, (1999)

Data reported here show that, in the delayed extraction matrix-assisted laser desorption/ionization time-of-flight (DE-MALDI-TOF) mass spectrometric analysis of synthetic polydisperse polymers, differ...

[Prevalence of Aeromonas spp. pediatric gastroenteritis].

CMAJ 138(8) , 714-7, (1988)

A selective medium and biochemical tests were used to search for Aeromonas spp. in the stools of 536 children, more than 90% of whom had "gastroenteritis", seen at Sainte-Justine Hospital, Montreal, i...

Characterization and modulation of the transferrin receptor on brain capillary endothelial cells.

Pharm. Res. 21(5) , 761-9, (2004)

The expression level of the transferrin receptor (TfR) on brain capillary endothelial cells (BCECs) and the endocytosis of 125I-transferrin (125I-Tf) by this receptor was investigated. Furthermore, th...

 Synonyms

4-(HYDROXYBENZYLIDENE)-MALONONITRILE
4-Hydroxybenzylidenemalononitrile
(4-Hydroxybenzylidene)malonitrile
EINECS 223-253-0
2-[(4-hydroxyphenyl)methylidene]propanedinitrile
MFCD00020189