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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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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)
Tomer Illouz et al.
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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