3D Mol Similar

WP1066

Iupac Name：(E)-3-(6-bromopyridin-2-yl)-2-cyano-N-[(1S)-1-phenylethyl]prop-2-enamide

CAS No.: 857064-38-1

Molecular Weight：356.21656

Modify Date.: 2022-11-22 20:15

Introduction:

WP1066 is an inhibitor of JAK2 and STAT3, and also shows effect on STAT5 and ERK1/2, without affecting JAK1 and JAK3.

WP1066 has been used in trials studying the treatment of Melanoma, Brain Cancer, Solid Tumors, and Central Nervous System Neoplasms.|STAT3 Inhibitor WP1066 is an orally bioavailable, small molecule inhibitor of signaling transducer and activator 3 (STAT3), with potential antineoplastic and immunomodulatory activities. Upon administration, STAT3 inhibitor WP1066 blocks the intranuclear translocation of p-STAT, thereby suppressing STAT3 signaling and decreasing the levels of downstream products including c-Myc. Additionally, WP1066 may upregulate costimulatory molecules including CD80 and CD86 on human microglia, and reverse glioma cancer stem cell (gCSC)-mediated innate and adaptive immune suppression allowing for the restoration of antitumor effector immune responses. The STAT3 pathway is overly active in many cancer types and is implicated in CSC-mediated growth, recurrence and resistance to conventional chemotherapies.

View more+

Request For Quotation

1. Names and Identifiers

1.1 Name: WP1066
1.2 Synonyms: (2E)-3-(6-Bromo-2-pyridinyl)-2-cyano-N-[(1S)-1-phenylethyl]-2-propenamide (2E)-3-(6-Bromo-2-pyridinyl)-2-cyano-N-[(1S)-1-phenylethyl]-2-propenamide WP 1066 Stat3 Inhibitor III, WP1066 WP1066 wp1066(STAT Inhibitor III) WP1066/WP-1066

1.3 CAS No.: 857064-38-1

1.4 CID: 11210478

1.5 Molecular Formula: C17H14BrN3O (isomer)

1.6 Inchi: InChI=1S/C17H14BrN3O/c1-12(13-6-3-2-4-7-13)20-17(22)14(11-19)10-15-8-5-9-16(18)21-15/h2-10,12H,1H3,(H,20,22)/b14-10+/t12-/m0/s1

1.7 InChkey: VFUAJMPDXIRPKO-LQELWAHVSA-N

1.8 Canonical Smiles: CC(C1=CC=CC=C1)NC(=O)C(=CC2=NC(=CC=C2)Br)C#N

1.9 Isomers Smiles: C[C@@H](C1=CC=CC=C1)NC(=O)/C(=C/C2=NC(=CC=C2)Br)/C#N

2. Properties

2.1 Density: 1.425

2.1 Boiling point: 569.9±50.0 °C at 760 mmHg

2.1 Refractive index: 1.637

2.1 Flash Point: 298.5±30.1 °C

2.1 Precise Quality: 355.03200

2.1 PSA: 65.78000

2.1 logP: 4.01938

2.1 StorageTemp: +2C to +8C

3. Safety and Handling

3.1 Hazard Declaration: H302

3.1 Caution Statement: P264, P270, P301+P312, P330, P501

4. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H302 Harmful if swallowed
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product.
Response	P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/…if you feel unwell. P330 Rinse mouth.
Storage	none
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

View all

5. Other Information

5.0 Mesh Entry Terms: WP1066

6. Computational chemical data

Molecular Weight: 356.21656g/mol
Molecular Formula: C₁₇H₁₄BrN₃O
Compound Is Canonicalized: True
XLogP3-AA: 3.4
Exact Mass: 355.03202
Monoisotopic Mass: 355.03202
Complexity: 462
Rotatable Bond Count: 4
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 3
Topological Polar Surface Area: 65.8
Heavy Atom Count: 22
Defined Atom Stereocenter Count: 1
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 1
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADccB7IAAAEAAAAAAAAAAAAAAAAAAAAAA8QAAAAAAAAAABwAAAHgBQAAABPCjBngQygJLIEAC4ByVyVACigCAhAiQImKE4ZPgIoOLAkZGEIAhglgDIy5cQgIAOAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==