AG-490
Also known as Tyrphostin B42, AG 490, tyrphostin AG-490
Key facts
What buyers check first
- CAS number
- 133550-30-8
- Formula
- C17H14N2O3
- Molar mass
- 294.31 g/mol
- EC number
- 664-282-2
- HS code
- 292690
- Category
- Aromatic building blocks
What is AG-490?
Plain description, key identifiers and synonyms
Tyrphostin B42 is a monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2E)-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enoic acid with the amino group of benzylamine. It has a role as a geroprotector, an antioxidant, an anti-inflammatory agent, an apoptosis inducer, an EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor and a STAT3 inhibitor. It is a secondary carboxamide, a nitrile, a monocarboxylic acid amide, a member of catechols and an enamide.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (E)-N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide
- CAS number
- 133550-30-8 CAS number cross-checkedOther or deprecated CAS: 134036-52-5
- EC number
- 664-282-2
- Molecular formula
- C17H14N2O3
- UNII
- C4UD8F8XJY
- MDL number
- MFCD00236452
- InChIKey
- TUCIOBMMDDOEMM-RIYZIHGNSA-N
- InChI
- InChI=1S/C17H14N2O3/c18-10-14(8-13-6-7-15(20)16(21)9-13)17(22)19-11-12-4-2-1-3-5-12/h1-9,20-21H,11H2,(H,19,22)/b14-8+
- Canonical SMILES
- N#CC(=Cc1ccc(O)c(O)c1)C(=O)NCc1ccccc1
- Isomeric SMILES
- C1=CC=C(C=C1)CNC(=O)/C(=C/C2=CC(=C(C=C2)O)O)/C#N
Synonyms
- Tyrphostin B42
- AG 490
- tyrphostin AG-490
- alpha-Cyano-(3,4-dihydroxy)-N-benzylcinnamide
- n-benzyl-3,4-dihydroxy-benzylidenecyanoacetamide
- 2-Cyano-3-(3,4-dihydroxyphenyl)-N-(phenylmethyl)-2-propenamide
- Tyrphostin AG 490
- (E)-N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)acrylamide
- (E)-N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide
- Tyrphostin AG490
- AG-490 (Tyrphostin B42)
- (E/Z)-AG490
- (2E)-N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide
- N-Benzyl-2-cyano-3-(3,4-dihydroxyphenyl)acrylamide
- (E)-N-Benzyl-2-cyano-3-(3,4-dihydroxyphenyl)acrylamideAG 490
- 2-Propenamide, 2-cyano-3-(3,4-dihydroxyphenyl)-N-(phenylmethyl)-, (2E)-
- Tyrphostin B 42
- Tyrphostin B42 (AG-490)
- Tyrphostin,AG490
- N-Benzyl-3,4-dihydroxy-alpha-cyanocinnamide
- Tocris-0414
- Tyrphostin deriv. 42
- BiomolKI2_000033
- Tyrphostin AG 490, solid
- AG490?
Show all 31 synonymsShow fewer synonyms
- Sdccgsbi-0051133.p003
- Sdccgsbi-0051133.p007
- (E)-N-Benzyl-2-cyano-3-(3,4-dihydroxy-phenyl)-acrylamide
- (2E)-3-(3,4-dihydroxyphenyl)-2-cyano-N-benzylprop-2-enamide
- (E)-2-Cyano-3-(3,4-dihydrophenyl)-N -(phenylmethyl)-2-propenamide
- (E)-2-Cyano-3-(3,4-dihydrophenyl)-N not-(phenylmethyl)-2-propenamide
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 294.31 g/molcalc.Computed value |
|---|---|
| Exact mass | 294.1004 Dacalc.Computed value |
| LogP (octanol/water) | 2.32calc.Computed value |
| Topological polar surface area | 93.35 Ųcalc.Computed value |
| Hydrogen bond donors | 3calc.Computed value |
| Hydrogen bond acceptors | 4calc.Computed value |
| Rotatable bonds | 4calc.Computed value |
| Heavy atoms | 22calc.Computed value |
| Rings | 2calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.06calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H301Toxic if swallowed.
- H400Very toxic to aquatic life.
Precautionary statements (9)
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P273Avoid release to the environment.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P391Collect spillage.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidAG-490 suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- United StatesUnclaimed profileTyrphostin AG 490Grade, purity and minimum order on requestPrice on request
- China, NanjingUnclaimed profileAG-490Grade, purity and minimum order on requestPrice on request
- United States, HoustonUnclaimed profileAG-490Grade, purity and minimum order on requestPrice on request
- Spain, BarcelonaUnclaimed profileAG-490Grade, purity and minimum order on requestPrice on request
- Price on request
- Price on request
- United States, Redwood CityUnclaimed profileAG-490Grade, purity and minimum order on requestPrice on request
- Price on request
- China, ChangzhouUnclaimed profileAG-490Grade, purity and minimum order on requestPrice on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
40 suppliers in 9 countries
- China17
- United States14
- Germany2
- United Kingdom2
- Spain1
- France1
- and 3 more countries
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AG-490 price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
Industries and functions
Pharmacological actions
- Antineoplastic Agents
- Enzyme Inhibitors
Roles
- STAT3 inhibitor
- anti-inflammatory agent
- antioxidant
- apoptosis inducer
- enzyme inhibitor
- geroprotector
- pharmaceutical
- protective agent
- protein kinase inhibitor
- tyrosine kinase inhibitor
Pharmacology
Tyrphostin B42 is a member of the tyrphostin family of tyrosine kinase inhibitors that inhibits epidermal growth factor receptor, blocks leukemic cell growth in vitro and in vivo by inducing programmed cell death. Inhibits the constitutive activation of STAT-3 DNA binding and IL-2-induced growth of Mycosis fungoides tumor cells. (NCI)
Regulatory status
Inventories, regulations and trade controls that list this substance
No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code AG-490 is traded under.
Nitrile-function compounds, other
- United States13.6%
- China12.4%
- Brazil11.9%
* Partner reported figures, a lower bound.
The HS code shown for AG-490 is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about AG-490, based on the data on this page
What is AG-490?
Is AG-490 hazardous?
Guides for buyers
Practical guides that help when you source, ship or handle AG-490
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
- Guide, Chemical identityCAS registry numbers explainedWhat a CAS number identifies, how the check digit works, why one chemical can have several numbers and what a CAS number cannot tell you about a product.Read
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