Binding Mode
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Zanubrutinib

Binding Mode
Product Name
Zanubrutinib
CAS No.
1691249-45-2
Chemical Name
Zanubrutinib
Synonyms
Zebutinib;anubrutinib;Zanubrutinib;Zanubritinib;Zanmubrutinib;Zanubtutinib AP;Zanubrutinib API;The BTK inhibitor;BGB-3111(Zanubrutinib);Zanubrutinib (BGB-3111)
CBNumber
CB93361383
Molecular Formula
C27H29N5O3
Formula Weight
471.55
MOL File
1691249-45-2.mol
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Zanubrutinib Property

Boiling point:
713.4±60.0 °C(Predicted)
Density 
1.33±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMSO:99.67(Max Conc. mg/mL);211.36(Max Conc. mM)
DMF:10.0(Max Conc. mg/mL);21.21(Max Conc. mM)
DMF:PBS (pH 7.2) (1:5):0.16(Max Conc. mg/mL);0.34(Max Conc. mM)
Ethanol:33.33(Max Conc. mg/mL);70.68(Max Conc. mM)
form 
A solid
pka
15.35±0.40(Predicted)
color 
White to off-white
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

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N-Bromosuccinimide Price

Cayman Chemical
Product number
28924
Product name
Zanubrutinib
Packaging
1mg
Price
$62
Updated
2024/03/01
Cayman Chemical
Product number
28924
Product name
Zanubrutinib
Packaging
25mg
Price
$965
Updated
2024/03/01
Cayman Chemical
Product number
28924
Product name
Zanubrutinib
Packaging
5mg
Price
$239
Updated
2024/03/01
Cayman Chemical
Product number
28924
Product name
Zanubrutinib
Packaging
10mg
Price
$448
Updated
2024/03/01
AK Scientific
Product number
3222EM
Product name
Zanubrutinib
Packaging
10mg
Price
$273
Updated
2021/12/16
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Zanubrutinib Chemical Properties,Usage,Production

Binding Mode

The electron density map corresponding to zanubrutinib and Cys481 showed covalent linkage with Cys481. Zanubrutinib forms three critical hydrogen bonds with hinge residues Glu475 and  Met477. Compared with the co-crystal structure of ibrutinib with BTK, there is an additional hydrogen bond between the backbone carbonyl oxygen of Met477 and the 4-NH. The terminal phenyl group engages in a T-shape π–π stacking with Phe540, and the pyrazolyl nitrogen interacts with Lys430 via a water bridge. The warhead carbonyl also interacts indirectly with the amide NH of Asn484 via two water molecules. Both zanubrutinib and ibrutinib have a piperidinyl linker; however, they adopt two different binding modes in complex with BTK. In addition, a single crystal X-ray structure of zanubrutinib showed a classic intramolecular H-bond between carboxamide oxygen and the 4-NH, which confirmed the bioisosteric mimicry of the aminopyrimidine ring.

Description

Zanubrutinib, a second-generation BTK inhibitor discovered and developed by BeiGene in China, has been approved by the FDA (in 2019) for treating chronic lymphocytic leukemia (CLL) and certain other indications. Zanubrutinib has lower toxicity and better efficacy than ibrutinib. It is in direct competition with AstraZeneca’s acalabrutinib for the $12 billion blood cancer market currently dominated by the first-in-class BTK inhibitor ibrutinib.

Uses

Zanubrutinib is classified as a Bruton''s tyrosine kinase inhibitor. Zanubrutinib is a medication for the treatment of adults with mantle cell lymphoma.

brand name

BrukinsaTM

General Description

Class: non-receptor tyrosine kinase
Treatment: MCL, MZL, WM
Oral bioavailability = 15%
Elimination half-life = 3.3 h
Protein binding = 94%

target

BTK

Metabolism

Zanubrutinib showed a mean terminal elimination half-life of approximately 2–4 h (160 or 320 mg, QD) and an estimated oral bioavailability of 15%, relative to 3.9% (fasting state) for ibrutinib. Zanubrutinib is primarily eliminated hepatically via CYP3A4, but its metabolites have not been characterized.

Zanubrutinib Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Zanubrutinib manufacturers

BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.
Product
Zanubrutinib 1691249-45-2
Price
US $0.00/g
Min. Order
1g
Purity
More Than 99%
Supply Ability
100kg/Month
Release date
2024-08-09
Jinan Jianfeng Chemical Co., Ltd
Product
Zanubrutinib 1691249-45-2
Price
US $0.00-0.00/g
Min. Order
1g
Purity
99%
Supply Ability
kg
Release date
2024-05-28

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