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378623

Sigma-Aldrich

2,4-Diaminopyrimidine

technical grade

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About This Item

Empirical Formula (Hill Notation):
C4H6N4
CAS Number:
Molecular Weight:
110.12
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

grade

technical grade

mp

143-147 °C (lit.)

SMILES string

Nc1ccnc(N)n1

InChI

1S/C4H6N4/c5-3-1-2-7-4(6)8-3/h1-2H,(H4,5,6,7,8)

InChI key

YAAWASYJIRZXSZ-UHFFFAOYSA-N

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pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Linda R Weinberg et al.
Bioorganic & medicinal chemistry letters, 21(1), 164-167 (2010-12-03)
The HGF-c-Met signaling axis is an important paracrine mediator of epithelial-mesenchymal cell interactions involving the regulation of multiple cellular activities including cell motility, mitogenesis, morphogenesis, and angiogenesis. Dysregulation of c-Met signaling (e.g., overexpression or increased activation) is associated with the
Christopher M Harris et al.
Bioorganic & medicinal chemistry letters, 20(1), 334-337 (2009-11-21)
We describe structure-based optimization of a series of novel 2,4-diaminopyrimidine MK2 inhibitors. Co-crystal structures (see accompanying Letter) demonstrated a unique inhibitor binding mode. Resulting inhibitors had IC(50) values as low as 19nM and moderate selectivity against a kinase panel. Compounds
Michael D Serby et al.
Journal of medicinal chemistry, 49(8), 2568-2578 (2006-04-14)
Ghrelin, a gut-derived orexigenic hormone, is an endogenous ligand of the growth hormone secretagogue receptor (GHS-R). Centrally administered ghrelin has been shown to cause hunger and increase food intake in rodents. Inhibition of ghrelin actions with ghrelin antibody, peptidyl GHS-R
Brian D Herman et al.
The Journal of biological chemistry, 285(16), 12101-12108 (2010-02-19)
The acyclic pyrimidine nucleoside phosphonate (ANP) phosphonylmethoxyethoxydiaminopyrimidine (PMEO-DAPym) differs from other ANPs in that the aliphatic alkyloxy linker is bound to the C-6 of the 2,4-diaminopyrimidine base through an ether bond, instead of the traditional alkyl linkage to the N-1
Eugen F Mesaros et al.
Bioorganic & medicinal chemistry letters, 21(1), 463-466 (2010-11-16)
The synthesis and biological evaluation of potent and selective anaplastic lymphoma kinase (ALK) inhibitors from a novel class of 2,4-diaminopyrimidines, incorporating 2,3,4,5-tetrahydro-benzo[d]azepine fragments, is described. An orally bioavailable analogue (18) that displayed antitumor efficacy in ALCL xenograft models in mice

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