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B9685

Sigma-Aldrich

BAY 61-3606 hydrochloride hydrate

≥98% (HPLC), powder

Synonym(s):

2-[[7-(3,4-Dimethoxyphenyl)imidazo[1,2-c]pyrimidin-5-yl]amino]pyridine-3-carboxamide hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C20H18N6O3 · xHCl · yH2O
Molecular Weight:
390.40 (anhydrous free base basis)
UNSPSC Code:
12352200
PubChem Substance ID:
24724427
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

potency

7.5 nM Ki

storage condition

desiccated

color

yellow

solubility

H2O: soluble

originator

Bayer

storage temp.

2-8°C

SMILES string

O.Cl.COc1ccc(cc1OC)-c2cc3nccn3c(Nc4ncccc4C(N)=O)n2

InChI

1S/C20H18N6O3.ClH.H2O/c1-28-15-6-5-12(10-16(15)29-2)14-11-17-22-8-9-26(17)20(24-14)25-19-13(18(21)27)4-3-7-23-19;;/h3-11H,1-2H3,(H2,21,27)(H,23,24,25);1H;1H2

InChI key

WYXPKEXHEJAVSI-UHFFFAOYSA-N

Related Categories

Application

BAY 61-3606 hydrochloride hydrate has been used in focal cerebral ischemia model. It has also been used to assess the effect of Syk in stroke-induced injury.

Biochem/physiol Actions

BAY 61-3606 helps to prevent the degranulation of freshly isolated basophils. It also prevents B cell receptor (BCR)-mediated signaling.
Spleen tyrosine kinase (Syk) inhibitor; anti-inflammatory. Syk plays a major role in inflammation pathways via receptors for the Fc portion of immunoglobulins, as well as B cell signaling. It is orally active, potent (Ki 7.5 nM), and highly selective for Syk vs other kinases (Lyn, Fyn, Src, Itk, Btk; Ki′s).

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Bayer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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An atypical role for the myeloid receptor Mincle in CNS injury
Arumugam T, et al.
bioRxiv, 044602-044602 (2016)
An atypical role for the myeloid receptor Mincle in central nervous system injury
Arumugam T V, et al.
Journal of Cerebral Blood Flow and Metabolism, 37(6), 2098-2111 (2017)
The orally available spleen tyrosine kinase inhibitor 2-[7-(3, 4-dimethoxyphenyl)-imidazo [1, 2-c] pyrimidin-5-ylamino] nicotinamide dihydrochloride (BAY 61-3606) blocks antigen-induced airway inflammation in rodents
Yamamoto N, et al.
Journal of Pharmacology and Experimental Therapeutics, 306(3), 1174-1181 (2003)
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Communications biology, 4(1), 329-329 (2021-03-14)
Maternal antibodies (MAbs) protect against infections in immunologically-immature neonates. Maternally transferred immunity may also be harnessed to target diseases associated with endogenous protein misfolding and aggregation, such as Alzheimer's disease (AD) and AD-pathology in Down syndrome (DS). While familial early-onset

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