4-Amino-1-(5-O-phosphono-beta-D-arabinofuranosyl)-2(1H)-pyrimidinone

Basic Information

View in Editor

CAS Number

7075-11-8

Molecular Formula

C9H14N3O8P

Molecular Weight

323.2 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Insecticides

Basic Physical Properties

Melting Point

169-174°C

Boiling Point

678.1°C at 760 mmHg

SMILES

View in Editor

C1=CN(C(=O)N=C1N)C2C(C(C(O2)COP(=O)(O)O)O)O

InChI

InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7+,8-/m1/s1

InChIKey

IERHLVCPSMICTF-CCXZUQQUSA-N

LogP

-2.446

Topological Polar Surface Area

177.35999999999999 Å²

Hydrogen Bond Donor/Acceptor

6 / 11

Complexity

531

Safety Information

View Safety Information

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

2(1H)-Pyrimidinone, 4-amino-1-(5-O-phosphono-beta-D-arabinofuranosyl)-
PHOSPHORIC ACID MONO-((2R,3S,4S,5R)-5-(4-AMINO-2-OXO-2H-PYRIMIDIN-1-YL)-3,4-DIHYDROXY-TETRAHYDRO-FURAN-2-YLMETHYL) ESTER
[(2R,3S,4S,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
Arabinosylcytosine 5'-monophosphate
((2R,3S,4S,5R)-5-(4-Amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate
CHEMBL596186
Cytosine beta-D-arabinofuranoside 5'-monophosphate
AKOS015899632
((2R,3S,4S,5R)-5-(4-AMINO-2-OXOPYRIMIDIN-1-YL)-3,4-DIHYDROXYOXOLAN-2-YL)METHYL DIHYDROGEN PHOSPHATE
{[(2R,3S,4S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
Cytosine arabinoside 5'MP
AraCMP
cytidin-5'-monophosphat
DB02456
1beta-Arabino-furanosylcytosine-5'-monophosphoric acid, D-
NSC-99445
Ara-CMP
Cytosine arabinoside 5'-phosphate
CS-0455093
Cytosine, 1-.beta.-D-arabinofuranosyl-, 5'-(dihydrogen phosphate)
SCHEMBL11217191
4-Amino-1-(5-O-phosphono-beta-D-arabinofuranosyl)-2(1H)-pyrimidinone
4-AMINO-1-(5-O-PHOSPHONO-.BETA.-D-ARABINOFURANOSYL)-2(1H)-PYRIMIDINONE
BDBM31913
NSC 99445
cytarabine 5'-phosphate
Ara 5'-cmp
1-.beta.-D-Arabinofuranosylcytosine 5'-phosphate
Cytosine b-D-arabinofuranoside 5'-monophosphate
Cytarabine 5'-monophosphate
Cytosine-beta-D-arabinofuranoside-5'-monophosphoric Acid

MDL Number

MFCD00069771

Customs Code

29349990

FAQ

What are the physical and chemical properties of 4-Amino-1-(5-O-phosphono-beta-D-arabinofuranosyl)-2(1H)-pyrimidinone (CAS: 7075-11-8)?

4-Amino-1-(5-O-phosphono-beta-D-arabinofuranosyl)-2(1H)-pyrimidinone (CAS: 7075-11-8) is a crystalline compound with a molecular weight of approximately 323.08 g/mol. It has a solubility of about 0.1 mg/mL in water and is reactive towards nucleophilic substitution reactions. This compound is known for its stability under neutral conditions but requires protection from strong acids and bases.

How is 4-Amino-1-(5-O-phosphono-beta-D-arabinofuranosyl)-2(1H)-pyrimidinone (CAS: 7075-11-8) typically synthesized?

4-Amino-1-(5-O-phosphono-beta-D-arabinofuranosyl)-2(1H)-pyrimidinone (CAS: 7075-11-8) is typically synthesized via几步骤的合成路线，包括糖苷化反应，随后进行磷酸化和环化。常用的催化剂包括三乙胺和四丁基溴化铵。该合成方法通常具有较高的产率，但需要严格控制反应条件以确保目标产物的纯度和选择性。

What industries use 4-Amino-1-(5-O-phosphono-beta-D-arabinofuranosyl)-2(1H)-pyrimidinone (CAS: 7075-11-8)?

4-Amino-1-(5-O-phosphono-beta-D-arabinofuranosyl)-2(1H)-pyrimidinone (CAS: 7075-11-8) is primarily used in the pharmaceutical industry for the development of nucleoside analogs with antiviral properties. It also finds applications in biotechnology and molecular biology research.

What precautions should be taken when handling 4-Amino-1-(5-O-phosphono-beta-D-arabinofuranosyl)-2(1H)-pyrimidinone (CAS: 7075-11-8)?

When handling 4-Amino-1-(5-O-phosphono-beta-D-arabinofuranosyl)-2(1H)-pyrimidinone (CAS: 7075-11-8), it is crucial to wear appropriate personal protective equipment (PPE), including gloves and a lab coat. Handle the compound in a well-ventilated area or fume hood to avoid inhalation of dust or aerosols. Spills should be cleaned up using appropriate absorbents and followed by rinsing with water. Always refer to the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.