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Merck
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Documenti

145289

Sigma-Aldrich

4-Chloro-2-methylthiopyrimidine

98%

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About This Item

Formula empirica (notazione di Hill):
C5H5ClN2S
Numero CAS:
49844-90-8
Peso molecolare:
160.62
Numero CE:
256-500-6
Numero MDL:
MFCD00006083
Codice UNSPSC:
12352100
ID PubChem:
24848713
NACRES:
NA.22

Saggio

98%

Indice di rifrazione

n20/D 1.6 (lit.)

P. eboll.

139-140 °C/36 mmHg (lit.)

Punto di fusione

−2 °C (lit.)

Densità

1.381 g/mL at 25 °C (lit.)

Stringa SMILE

CSc1nccc(Cl)n1

InChI

1S/C5H5ClN2S/c1-9-5-7-3-2-4(6)8-5/h2-3H,1H3
DFOHHQRGDOQMKG-UHFFFAOYSA-N

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Applicazioni

4-Chloro-2-methylthiopyrimidine was used in the total synthesis of the marine alkaloid variolin B1 and 2-hydroxy-4-pyrimidinecarboxylic acid. It was used in the synthesis of 2,4-disubstituted pyrimidines, a novel class of KDR kinase inhibitors. It was used as building block in medicinal chemistry synthesis.

Pittogrammi

Corrosion
GHS05

Avvertenze

Danger

Indicazioni di pericolo

H314

Classi di pericolo

Skin Corr. 1B

Codice della classe di stoccaggio

8A - Combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

235.4 °F - closed cup

Punto d’infiammabilità (°C)

113 °C - closed cup

Dispositivi di protezione individuale

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificati d'analisi (COA)

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Peter J Manley et al.
Bioorganic & medicinal chemistry letters, 13(10), 1673-1677 (2003-05-06)
2,4-Disubstituted pyrimidines were synthesized as a novel class of KDR kinase inhibitors. Evaluation of the SAR of the screening lead compound 1 (KDR IC(50)=105 nM, Cell IC(50)=8% inhibition at 500 nM) led to the potent 3,5-dimethylaniline derivative 2d (KDR IC(50)=6
David D Davey et al.
Journal of medicinal chemistry, 50(6), 1146-1157 (2007-02-24)
By the screening of a combinatorial library for inhibitors of nitric oxide (NO) formation by the inducible isoform of nitric oxide synthase (iNOS) using a whole-cell assay, 2-(imidazol-1-yl)pyrimidines were identified. Compounds were found to inhibit the dimerization of iNOS monomers
Pyrimidines. XIII. 2-and 6-substituted 4-pyrimidinecarboxylic acids.
Daves GD, et al.
Journal of Heterocyclic Chemistry, 1(3), 130-133 (1964)
Regan J Anderson et al.
The Journal of organic chemistry, 70(16), 6204-6212 (2005-07-30)
The total synthesis of the marine alkaloid variolin B has been achieved in 8 steps and 17% overall yield, starting from commercially available 4-chloro-2-methylthiopyrimidine. The key reaction involves the tandem deoxygenation and cyclization of a triarylmethanol using a combination of
Mark H Norman et al.
Journal of medicinal chemistry, 50(15), 3497-3514 (2007-06-26)
The vanilloid receptor-1 (VR1 or TRPV1) is a member of the transient receptor potential (TRP) family of ion channels and plays a role as an integrator of multiple pain-producing stimuli. From a high-throughput screening assay, measuring calcium uptake in TRPV1-expressing

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