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145289

Sigma-Aldrich

4-Chloro-2-methylthiopyrimidine

98%

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About This Item

Empirical Formula (Hill Notation):
C5H5ClN2S
CAS Number:
49844-90-8
Molecular Weight:
160.62
EC Number:
256-500-6
MDL number:
MFCD00006083
UNSPSC Code:
12352100
PubChem Substance ID:
24848713
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

200

Assay

98%

refractive index

n20/D 1.6 (lit.)

bp

139-140 °C/36 mmHg (lit.)

mp

−2 °C (lit.)

density

1.381 g/mL at 25 °C (lit.)

functional group

chloro
thioether

SMILES string

CSc1nccc(Cl)n1

InChI

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

InChI key

DFOHHQRGDOQMKG-UHFFFAOYSA-N

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1 of 4

This Item
SAB1409326SAB1409327WH0004435M1
Monoclonal Anti-CITED1 antibody produced in mouse clone 6E12, purified immunoglobulin, buffered aqueous solution

SAB1409325

Monoclonal Anti-CITED1 antibody produced in mouse

Monoclonal Anti-CITED1 antibody produced in mouse clone 6C8, purified immunoglobulin, buffered aqueous solution

SAB1409326

Monoclonal Anti-CITED1 antibody produced in mouse

Monoclonal Anti-CITED1 antibody produced in mouse clone 2H6, purified immunoglobulin, buffered aqueous solution

SAB1409327

Monoclonal Anti-CITED1 antibody produced in mouse

Monoclonal Anti-CITED1 antibody produced in mouse clone 6G8, purified immunoglobulin, buffered aqueous solution

WH0004435M1

Monoclonal Anti-CITED1 antibody produced in mouse

clone

6E12, monoclonal

clone

6C8, monoclonal

clone

2H6, monoclonal

clone

6G8, monoclonal

conjugate

unconjugated

conjugate

unconjugated

conjugate

unconjugated

conjugate

unconjugated

biological source

mouse

biological source

mouse

biological source

mouse

biological source

mouse

Gene Information

human ... CITED1(4435)

Gene Information

human ... CITED1(4435)

Gene Information

human ... CITED1(4435)

Gene Information

human ... CITED1(4435)

species reactivity

human, rat

species reactivity

rat, human

species reactivity

human

species reactivity

human, rat, mouse

Application

4-Chloro-2-methylthiopyrimidine was used in the total synthesis of the marine alkaloid variolin B1 and 2-hydroxy-4-pyrimidinecarboxylic acid[1]. It was used in the synthesis of 2,4-disubstituted pyrimidines, a novel class of KDR kinase inhibitors[2]. It was used as building block in medicinal chemistry synthesis.[3][4]

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
06214EH
06525DH
01220PE
01520PE
05428JE

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Pyrimidines. XIII. 2-and 6-substituted 4-pyrimidinecarboxylic acids.
Daves GD, et al.
Journal of Heterocyclic Chemistry, 1(3), 130-133 (1964)
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
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
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
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

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