CAS 2826-26-8|Tyrphostin A1

Introduction：Basic information about CAS 2826-26-8|Tyrphostin A1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Tyrphostin A1 BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Articles6
7. Synonyms

Common Name	Tyrphostin A1
CAS Number	2826-26-8	Molecular Weight	184.19400
Density	1.169g/cm3	Boiling Point	352.4ºC at 760mmHg
Molecular Formula	C₁₁H₈N₂O	Melting Point	113-116ºC(lit.)
MSDS	ChineseUSA	Flash Point	148.8ºC

Names

Name	2-[(4-methoxyphenyl)methylidene]propanedinitrile
Synonym	More Synonyms

Tyrphostin A1 BiologicalActivity

Description	Tyrphostin A1(AG9) inhibits CD40L-stimulated IL-12 production in macrophage cultures and antigen-induced generation of Th1 cells.IC50 value: Target: IL-12 production inhibitorAddition of increasing concentration of A1 resulted in a dose dependent decrease of IL-12 p40, with maximal inhibition (62.5%) occurring at a dose of 10 μM. tyrphostin A1 blocks CD40L-induced translocation of NF-κB to the nucleus, and reduces the activation of IL-12 p40 gene. In vivo therapy with A1 leads to decrease in generation of myelin basic protein (MBP) specific encephalitogenic T cells. In addition, treatment of SJL/J mice with A1 results in attenuation of experimental allergic encephalomyelitis (EAE) [1]. Tyrphostin A1 is a much weaker inhibitor of TK than other tyrphostins (IC50>1250 μM for epidermal growth factor receptor (EGFR) kinase), and therefore often used to differentiate TK-mediated effects of tyrphostins from other non-specific effects [2].
Related Catalog	Signaling Pathways >>Immunology/Inflammation >>Interleukin RelatedResearch Areas >>Inflammation/Immunology
References	[1]. Du C, et al. Inhibition of CD40 signaling pathway by tyrphostin A1 reduces secretion of IL-12 in macrophage, Th1 cell development and experimental allergic encephalomyelitis in SJL/J mice. J Neuroimmunol. 2001 Mar 1;114(1-2):69-79. [2]. Ogura T, et al. Activation of background membrane conductance by the tyrosine kinase inhibitor tyrphostin A23 and its inactive analog tyrphostin A1 in guinea pig ventricular myocytes. Jpn J Pharmacol. 2001 Nov;87(3):235-9.

Description

Tyrphostin A1(AG9) inhibits CD40L-stimulated IL-12 production in macrophage cultures and antigen-induced generation of Th1 cells.IC50 value: Target: IL-12 production inhibitorAddition of increasing concentration of A1 resulted in a dose dependent decrease of IL-12 p40, with maximal inhibition (62.5%) occurring at a dose of 10 μM. tyrphostin A1 blocks CD40L-induced translocation of NF-κB to the nucleus, and reduces the activation of IL-12 p40 gene. In vivo therapy with A1 leads to decrease in generation of myelin basic protein (MBP) specific encephalitogenic T cells. In addition, treatment of SJL/J mice with A1 results in attenuation of experimental allergic encephalomyelitis (EAE) [1]. Tyrphostin A1 is a much weaker inhibitor of TK than other tyrphostins (IC50>1250 μM for epidermal growth factor receptor (EGFR) kinase), and therefore often used to differentiate TK-mediated effects of tyrphostins from other non-specific effects [2].

Related Catalog

Signaling Pathways >>Immunology/Inflammation >>Interleukin RelatedResearch Areas >>Inflammation/Immunology

References

[1]. Du C, et al. Inhibition of CD40 signaling pathway by tyrphostin A1 reduces secretion of IL-12 in macrophage, Th1 cell development and experimental allergic encephalomyelitis in SJL/J mice. J Neuroimmunol. 2001 Mar 1;114(1-2):69-79.

[2]. Ogura T, et al. Activation of background membrane conductance by the tyrosine kinase inhibitor tyrphostin A23 and its inactive analog tyrphostin A1 in guinea pig ventricular myocytes. Jpn J Pharmacol. 2001 Nov;87(3):235-9.

Chemical & Physical Properties

Density	1.169g/cm3
Boiling Point	352.4ºC at 760mmHg
Melting Point	113-116ºC(lit.)
Molecular Formula	C₁₁H₈N₂O
Molecular Weight	184.19400
Flash Point	148.8ºC
Exact Mass	184.06400
PSA	56.81000
LogP	2.12576
Vapour Pressure	3.85E-05mmHg at 25°C
Index of Refraction	1.589
InChIKey	UOHFCPXBKJPCAD-UHFFFAOYSA-N
SMILES	COc1ccc(C=C(C#N)C#N)cc1
Storage condition	2-8°C
Water Solubility	chloroform: soluble50mg/mL, clear, light yellow

Safety Information

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	Xn
Risk Phrases	20/21/22
Safety Phrases	36/37
RIDADR	UN 3439 6.1/PG III
WGK Germany	3
Packaging Group	III
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%

Articles6

Tyrphostins I: synthesis and biological activity of protein tyrosine kinase inhibitors.

J. Med. Chem. 32 , 2344, (1989)

A novel class of low molecular weight protein tyrosine kinase inhibitors is described. These compounds constitute a systematic series of molecules with a progressive increase in affinity toward the su...

Blocking of EGF-dependent cell proliferation by EGF receptor kinase inhibitors.

Science 242(4880) , 933-5, (1988)

A systematic series of low molecular weight protein tyrosine kinase inhibitors were synthesized; they had progressively increasing affinity over a 2500-fold range toward the substrate site of epiderma...

Human fibroblast growth factor receptor 1 is a co-receptor for infection by adeno-associated virus 2.

Nat. Med. 5(1) , 71-7, (1999)

Adeno-associated virus 2 (AAV)-based vectors have gained attention as a potentially useful alternative to the more commonly used retroviral and adenoviral vectors for human gene therapy. Although AAV ...

Synonyms

AG 9

(4-Methoxybenzylidene)malonitrile

Tyrphostin A1

Tyrphostin 1

2-(4-Methoxybenzylidene)malononitrile

(4-Methoxybenzylidene)malononitrile

2-[(4-methoxyphenyl)methylidene]malononitrile

2-[(4-methoxyphenyl)methylene]malononitrile

p-methoxybenzylidenemalononitrile

(4-methoxyphenylmethylene)methane-1,1-dicarbonitrile

MFCD00019787

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