Tucatinib

ChemicalBook > CAS DataBase List > Tucatinib

Product Name: Tucatinib
CAS No.: 937263-43-9
Chemical Name: Tucatinib
Synonyms: Tucatinib;N4-(4-([1,2,4]triazolo[1,5-α]pyridin-7-yloxy)-3-methylphenyl)-N6-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)quinazoline-4,6-diamine;4,6-QuinazolinediaMine, N6-(4,5-dihydro-4,4-diMethyl-2-oxazolyl)-N4-[3-Methyl-4-([1,2,4]triazolo[1,5-a]pyridin-7-yloxy)phenyl]-;CS-1710;ONT-380);6-diaMine;N4-(4-([1;Tacatinib;Tocatinib;Ttucatinib
CBNumber: CB32616075
Molecular Formula: C26H24N8O2
Formula Weight: 480.52
MOL File: 937263-43-9.mol

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Tucatinib Property

Density: 1.41±0.1 g/cm3(Predicted)
storage temp.: Store at -20°C
solubility: DMF:1.0(Max Conc. mg/mL);2.08(Max Conc. mM)
DMSO:49.0(Max Conc. mg/mL);101.97(Max Conc. mM)
DMSO:PBS (pH 7.2) (1:2):0.33(Max Conc. mg/mL);0.69(Max Conc. mM)
form: A crystalline solid
pka: 6.61±0.70(Predicted)
color: White to yellow
InChI: InChI=1S/C26H24N8O2/c1-16-10-17(5-7-22(16)36-19-8-9-34-23(12-19)28-15-30-34)31-24-20-11-18(4-6-21(20)27-14-29-24)32-25-33-26(2,3)13-35-25/h4-12,14-15H,13H2,1-3H3,(H,32,33)(H,27,29,31)
InChIKey: SDEAXTCZPQIFQM-UHFFFAOYSA-N
SMILES: N1=C2C(C=C(NC3=NC(C)(C)CO3)C=C2)=C(NC2=CC=C(OC3C=CN4N=CN=C4C=3)C(C)=C2)N=C1

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

TRC

Product number: D449790
Product name: ARRY-380
Packaging: 25mg
Price: $1760
Updated: 2021/12/16

ChemScene

Product number: CS-3906
Product name: Tucatinib
Purity: 99.82%
Packaging: 10mg
Price: $90
Updated: 2021/12/16

ChemScene

Product number: CS-3906
Product name: Tucatinib
Purity: 99.82%
Packaging: 50mg
Price: $250
Updated: 2021/12/16

ChemScene

Product number: CS-3906
Product name: Tucatinib
Purity: 99.82%
Packaging: 100mg
Price: $450
Updated: 2021/12/16

AK Scientific

Product number: 8979DH
Product name: Tucatinib
Packaging: 25mg
Price: $590
Updated: 2021/12/16

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Tucatinib Chemical Properties,Usage,Production

Description

Tucatinib is also known as ARRY-380 or Irbinitinib. ARRY-380 is an orally inhibitor of human epidermal growth factor receptor tyrosine kinase ErbB-2 (also called HER2) with potential antineoplastic activity. It selectively binds to and inhibits the phosphorylation of ErbB-2, which may prevent the activation of ErbB-2 signal transduction pathways, resulting in growth inhibition and death of ErbB-2-expressing tumor cells. ErbB-2 is overexpressed in a variety of cancers and plays an important role in cellular proliferation and differentiation. Therefore, ARRY-380 may be an alternative treatmentmethod for the treatment of HER2+ cancers.

Characteristics

Year of discovery: 2006
Year of introduction: 2020
Discovered by: Array BioPharma
Developed by: Array BioPharma
Primary targets: HER2
Binding type: I/II
Class: receptor tyrosine kinase
Treatment: HER2-positive breast cancer
Other names: ONT-380, ARRY-380
Oral bioavailability = not reported
Elimination half-life = 5.4 hours
Protein binding = 97%

Uses

Tucatinib, a highly selective HER2 inhibitor, was approved in 2020 as a combination therapy with trastuzumab and capecitabine for the treatment of patients with advanced unresectable or metastatic HER2-positive breast cancer, including patients with brain metastases, who have received one or more prior anti-HER2-based regimens in the metastatic setting.

brand name

Tukysa^TM

Side effects

Tukysa (tucatinib) is a brand-name prescription medication. The Active ingredient is tucatinib. Serious side effects can include diarrhoea, liver damage, and allergic reactions. Mild side effects can occur with Tukysa use. This list doesn’t include all possible mild side effects of the drug. Mild side effects that have been reported with Tukysa include nausea and vomiting, fatigue, reduced appetite, weight loss, joint pain; peripheral neuropathy (nerve damage that causes tingling, numbness, or weakness in your arms, hands, legs, or feet); abdominal pain; headache; skin rash; nosebleeds; anemia (low level of red blood cells); stomatitis; hand-foot syndrome.

storage

Store at -20°C

Mode of action

Tucatinib binds to tyrosine kinase (an enzyme) of HER2, reducing PI3-kinase and MAP-kinase signaling. In vitro, tucatinib inhibits phosphorylation of HER2 and HER3, resulting in inhibition of downstream MAPK and AKT signaling and cell proliferation, and showed anti-tumor activity in HER2 expressing tumor cells. In vivo, tucatinib inhibited the growth of HER2 expressing tumors. The combination of tucatinib and trastuzumab showed increased anti-tumor activity in vitro and in vivo compared to either drug alone.

References

[1] PATRICE A LEE. In VivoActivity of ARRY-380, a Potent, Small Molecule Inhibitor of ErbB2 in Combination with Trastuzumab, Docetaxel or Bevacizumab.[J]. Cancer research, 2009, 69 1: 5104-5104. DOI:10.1158/0008-5472.SABCS-09-5104.
[2] S. MOULDER. Abstract A143: ARRY-380, a selective HER2 inhibitor: From drug design to clinical evaluation.[J]. Molecular Cancer Therapeutics, 2011, 10 1. DOI:10.1158/1535-7163.TARG-11-A143.
[3] V. DINKEL. Abstract 852: ARRY-380, a potent, small molecule inhibitor of ErbB2, increases survival in intracranial ErbB2+ xenograft models in mice[J]. Cancer research, 2012, 72 1: 852-852. DOI:10.1158/1538-7445.AM2012-852.
[4] KOCIE?SKI P. Synthesis of Tucatinib[J]. Synfacts, 2019, 24 1: 0965. DOI:10.1055/s-0039-1690496.
[5] RASHMI K MURTHY. Tucatinib, Trastuzumab, and Capecitabine for HER2-Positive Metastatic Breast Cancer.[J]. New England Journal of Medicine, 2020, 382 7: 597-609. DOI:10.1056/NEJMoa1914609.
[6] RASHMI MURTHY. Tucatinib with capecitabine and trastuzumab in advanced HER2-positive metastatic breast cancer with and without brain metastases: a non-randomised, open-label, phase 1b study.[J]. Lancet Oncology, 2018: 880-888. DOI:10.1016/S1470-2045(18)30256-0.

Tucatinib Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Tucatinib manufacturers

BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.

Product: Tucatinib 937263-43-9
Price: US $0.00/g
Min. Order: 1g
Purity: More Than 99%
Supply Ability: 100kg/Month
Release date: 2024-07-24

BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.

Product: Tucatinib. 937263-43-9
Price: US $0.00/g
Min. Order: 1g
Purity: More Than 99%
Supply Ability: 100kg/Month
Release date: 2024-12-30

HangZhou RunYan Pharma Technology Co.,LTD.

Product: Tucatinib 937263-43-9
Price: US $0.00-0.00/mg
Min. Order: 10mg
Purity: 99% HPLC
Supply Ability: 10000
Release date: 2024-09-20

937263-43-9, TucatinibRelated Search:

Anastrozole Everolimus Panitumumab Rituximab Olmutinib XL-647 Genistein AZD 3759 AG 1478 HYDROCHLORIDE OSI-420 Anlotinib EGF816 Neratinib Poziotinib (HM781-36B) CO-1686 Dacomitinib (PF299804) AZD-9291 Icotinib

ONT-380)

N4-(4-([1

4,6-QuinazolinediaMine, N6-(4,5-dihydro-4,4-diMethyl-2-oxazolyl)-N4-[3-Methyl-4-([1,2,4]triazolo[1,5-a]pyridin-7-yloxy)phenyl]-

N6-(4,5-Dihydro-4,4-dimethyl-2-oxazolyl)-N4-[3-methyl-4-([1,2,4]triazolo[1,5-a]pyridin-7-yloxy)phenyl]-4,6-quinazolinediamine

Irbinitinib

Irbinitinib(ARRY380)

Irbinitinib (ARRY-380,Tucatinib,ONT 380)

IRBINITINIB (ARRY-380; ONT-380)

(R)-N6-(4-Methyl-4

5-dihydrooxazol-2-yl)-N4-(3-Methyl-4-(thiazol-2-ylMethoxy)phenyl)quinazoline-4

6-diaMine

4-diMethyl-4

5-a]pyridin-7-yloxy)-3-Methylphenyl)-N6-(4

5-dihydrooxazol-2-yl)quinazoline-4

CS-1710

SCHEMBL1193050

ARRY-380;IRBINITINIB [INN]; SCHEMBL1193050; ONT-380;

Irbinitinib [INN]

Tucatinib(ARRY-380, ONT-380)

Irbinitinib (Tucatinib)

Tucatinib (Irbinitinib,ARRY-380)

Tacatinib

N4-(4-([1,2,4]triazolo[1,5-α]pyridin-7-yloxy)-3-methylphenyl)-N6-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)quinazoline-4,6-diamine

N6-(4,5-Dihydro-4,4-dimethyl-2-oxazolyl)Chemicalbook-N4-[3-methyl-4-([1,2,4]triazolo[1,5-a]pyridin-7-yloxy)phenyl]-4,6-quinazolinediamine

Irbinitirnib(ARRY-380)

Tukysa/Tucatinib/ONT-380

Tucatinib

Tocatinib

Ttucatinib

ONT-380，tucatinib)

N4-(4-([1,2,4]Triazolo[1,5-a]pyridin-7-yloxy)-3-methylphenyl)-N6-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)quinazoline-4,6-diamine

Deterenol Monomer

Tucatinib API

Irbinitinib (ONT-380)

Tucatinib (Irbinitinib, ONT-380)

937263-43-9

Inhibitors

API