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AG-490 chemical structure, C17H14N2O3, CAS 133550-30-8
2D chemical structure

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 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.
Exact mass
294.1004 Dacalc.
LogP (octanol/water)
2.32calc.
Topological polar surface area
93.35 Ųcalc.
Hydrogen bond donors
3calc.
Hydrogen bond acceptors
4calc.
Rotatable bonds
4calc.
Heavy atoms
22calc.
Rings
2calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.06calc.
Formal charge
0calc.
Stereocentres
0calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C(C=Cc1ccccc1)NCc1ccccc1

O=C(C=Cc1ccccc1)NCc1ccccc1

2 rings, 18 atoms.

223 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS06: Acute toxicity (severe)
Acute toxicity (severe)
GHS09: Hazardous to the environment
Hazardous to the environment

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 aid

AG-490 suppliers

Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings

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  • United StatesUnclaimed profile
    Tyrphostin AG 490Grade, purity and minimum order on request
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  • China, NanjingUnclaimed profile
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  • United States, HoustonUnclaimed profile
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  • Spain, BarcelonaUnclaimed profile
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  • United States, HaywardUnclaimed profile
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  • China, ShanghaiUnclaimed profile
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  • United States, Redwood CityUnclaimed profile
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  • GermanyUnclaimed profile
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  • China, ChangzhouUnclaimed profile
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  • United States, SomervilleUnclaimed profile
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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.

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AG-490 price

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Uses and applications

What the substance is used for, by industry and function

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.

HS 2926.90Indicative HS code

Nitrile-function compounds, other

World exports in 2024
$2.15B
−13.5% vs 2023, imports $2.17B
2019 to 2024
Top exporters
  1. China35.6%
  2. France * partner reported12.7%
  3. India * partner reported11.2%
Top importers
  1. United States13.6%
  2. China12.4%
  3. Brazil11.9%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

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?

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.

Is AG-490 hazardous?

AG-490 carries the GHS signal word "Danger". Main hazards: toxic if swallowed, very toxic to aquatic life. This summary is not an SDS, always read the supplier safety data sheet.

Guides for buyers

Practical guides that help when you source, ship or handle AG-490

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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