CAS 3785-90-8|Tyrphostin 8
| 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 | ChineseUSA | Flash Point | 168.1ºC |
| Symbol | GHS06 | Signal Word | Danger |
Names
| Name | 4-hydroxybenzylidenemalononitrile |
|---|---|
| Synonym | More Synonyms |
Tyrphostin 8 BiologicalActivity
| 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 | Signaling Pathways >>JAK/STAT Signaling >>EGFRSignaling Pathways >>Metabolic Enzyme/Protease >>PhosphataseSignaling Pathways >>Protein Tyrosine Kinase/RTK >>EGFRSignaling Pathways >>GPCR/G Protein >>RasResearch Areas >>Metabolic Disease |
| 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 |
| InChIKey | FNCOVSWSZZVFBQ-UHFFFAOYSA-N |
| SMILES | N#CC(C#N)=Cc1ccc(O)cc1 |
| Storage condition | 2-8°C |
| Water Solubility | ethanol: 20 mg/mL, clear |
Toxicological Information
CHEMICAL IDENTIFICATION |
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 |
|---|---|
| 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
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| 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 |
