CAS 1722-12-9|CAS 3102-57-6|2-chloropyrimidine|pyrimidine, 2-chloro-|2-Chloropyrimidine|Acetyl ceramide|C<sub>2</sub> Ceramide|N-Ethanoyl-D-sphingosine|N-ACETYL-D-SPHINGOSINE|2-氯嘧啶|2-Chloropyrimi...

General Information

Structure

Molecular Formula

C₄H₃ClN₂

Molecular Mass

114.53302

Exact Mass

113.99847579

Charge

InChI

InChI=1S/C4H3ClN2/c5-4-6-2-1-3-7-4/h1-3H

InChIKey

UNCQVRBWJWWJBF-UHFFFAOYSA-N

Canonic Smiles

Clc1ncccn1

Isomeric Smiles

n1c(nccc1)Cl

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

0.9582857

LogD (pH = 7.4)

0.9582858

Log P

0.9582858

Molar Refractivity

28.2209

Polarizability

10.574802

Polar Surface Area

25.78

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC name

2-chloropyrimidine

IUPAC Traditional name

pyrimidine, 2-chloro-

Synonyms

2-ChloropyrimidineAcetyl ceramideC₂ CeramideN-Ethanoyl-D-sphingosineN-ACETYL-D-SPHINGOSINE2-氯嘧啶2-Chloropyrimidine2-Chloro-1,3-diazine

Names and Identifiers

Registration numbers

CAS Number

EC Number

MDL Number

Beilstein Number

PubChem SID

PubChem CID

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02150656

Crystalline
Purity: ~98-99%
The crystals of this product vary in color from yellow to greenish, but the quality remains consistent, in the 98 to 99% range.

02158923

Purity: 98%
Inhibitor of cell proliferation and inducer of monocytic differentiation of HL-60 cells. Stimulates cytosolic serine/threonine protein phosphatase in T9 cells at low concentrations.

Sigma Aldrich

193291

Other Notes
Remainder 2-hydroxypyrimidine
Packaging
10, 50 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• Okazaki, T., et al., ibid. , 265 : 15823, (1990).

• Kim, M.-Y., et al., J. Biol. Chem. , 266 : 484, (1991).

• Dobrowsky, R.T. and Hannun, Y.A., et al., J. Biol. Chem. , 267 : 5048, (1992).

• Alkoxylation with 3-butyn-1-ol, followed by intramolecular Diels-Alder reaction, leads to a fused pyridine system, by a sequence analogous to that shown for 2-Chloropyrazine, A10108: Tetrahedron, 45, 803 (1989). For a similar sequence using the anion of an alkynylmalononitrile, see: Tetrahedron, 45, 5151 (1989). For synthesis of a benzofuropyridine by the cyclization of a 2-(alkynylphenoxy)pyrimidine, see: Tetrahedron, 45, 6511 (1989).

• Organolithium reagents add to the 1,6-imine bond, giving, after aromatization with DDQ, 6-substituted 2-chloropyrimidines: J. Org. Chem., 53, 4137 (1988).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC name

2-chloropyrimidine

IUPAC Traditional name

pyrimidine, 2-chloro-

Synonyms

2-ChloropyrimidineAcetyl ceramideC₂ CeramideN-Ethanoyl-D-sphingosineN-ACETYL-D-SPHINGOSINE2-氯嘧啶2-Chloropyrimidine2-Chloro-1,3-diazine

Registration numbers

CAS Number

EC Number

MDL Number

Beilstein Number

PubChem SID

PubChem CID

Molecule Details

Crystalline
Purity: ~98-99%
The crystals of this product vary in color from yellow to greenish, but the quality remains consistent, in the 98 to 99% range.

02158923

Purity: 98%
Inhibitor of cell proliferation and inducer of monocytic differentiation of HL-60 cells. Stimulates cytosolic serine/threonine protein phosphatase in T9 cells at low concentrations.

Sigma Aldrich

193291

Other Notes
Remainder 2-hydroxypyrimidine
Packaging
10, 50 g in glass bottle

References

PubChem Literature

From Data Sources

• Okazaki, T., et al., ibid. , 265 : 15823, (1990).

• Kim, M.-Y., et al., J. Biol. Chem. , 266 : 484, (1991).

• Dobrowsky, R.T. and Hannun, Y.A., et al., J. Biol. Chem. , 267 : 5048, (1992).

• Organolithium reagents add to the 1,6-imine bond, giving, after aromatization with DDQ, 6-substituted 2-chloropyrimidines: J. Org. Chem., 53, 4137 (1988).

Bioactivity

PubChem BioAssay

Properties

Molecule

ID:74385