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Deoxyuridine

Deoxyuridine structure

CAS No:
951-78-0
Formula:
C9H12N2O5
Chemical Name:
Deoxyuridine
Synonyms:
Uridine,2′-deoxy-;2′-Deoxyuridine;Deoxyuridine;Uracil deoxyriboside;2,4(1H,3H)-Pyrimidinedione,1-(2-deoxy-β-D-erythro-pentofuranosyl)-;2,4(1H,3H)-Pyrimidinedione,1-(2-deoxy-β-D-ribofuranosyl)-;Deoxyribose uracil;2′-Desoxyuridine;1-(2-Deoxy-β-D-erythro-pentofuranosyl)uracil;NSC 23615;20649-53-0
Categories:
Biochemical Engineering > Nucleoside Drugs

Description

2'-Deoxyuridine could increase chromosome breakage and results in a decreased thymidylate synthetase activity. A known use of 2'-Deoxyuridine is as a precursor in the synthesis of Edoxudine.

Solid

2'-deoxyuridine is a pyrimidine 2'-deoxyribonucleoside having uracil as the nucleobase. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It derives from a uracil.|Deoxyuridine is a nucleoside consisting of uracil and deoxyribose, which can act as an intermediate in thymidine synthesis. Deoxyuridine (dU) is used to indirectly determine if there are sufficient levels of folate and cobalamin in cell or tissue samples.|2'-Deoxyuridine. An antimetabolite that is converted to deoxyuridine triphosphate during DNA synthesis. Laboratory suppression of deoxyuridine is used to diagnose megaloblastic anemias due to vitamin B12 and folate deficiencies.

Deoxyuridine Basic Attributes

Molecular Weight：

228.2

Exact Mass：

228.20

BRN：

24433

EC Number：

213-455-7

UNII：

W78I7AY22C

NCI Thesaurus Code：

C120006

HScode：

29349990

Characteristics

PSA：

99.1

XLogP3：

-1.6

Appearance：

White to off-white Powder

Density：

1.5±0.1 g/cm3

Melting Point：

163 °C

Refractive Index：

1.603

Water Solubility：

H2O: 300 g/L (20 ºC)

Storage Conditions：

0-6°C

Specific rotation：

D22 +50° (c = 1.1 in N NaOH)

Collision Cross Section：

156 Å² [M+Na]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|145.91 Å² [M-H]- [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|159.45 Å² [M+Na]+ [CCS Type: DT, Method: stepped-field]|151.64 Å² [M-H]- [CCS Type: DT, Method: stepped-field]|156.4 Å² [M+Na]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|148.9 Å² [M-H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|150 Å² [M-H]-

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

22-24/25-37/39-36/37/39-26

RTECS Number：

YU7490000

Marks：

Hazard note：

Air Sensitive

Precautionary statement(s)：

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Drugs that are chemically similar to naturally occurring metabolites, but differ enough to interfere with normal metabolic pathways. (From AMA Drug Evaluations Annual, 1994, p2033) (See all compounds classified as Antimetabolites.)

MeSH Entry Terms：

(beta 1-(2-Deoxyribopyranosyl))thymidine

Deoxyuridine Use and Manufacturing

Uses

An uridine derivative as therapeutic agent for treating allergy, cancer, infection and autoimmune disease

Manufacturing Info：

Uridine, 2'-deoxy-: ACTIVE

Computed Properties

Molecular Weight:228.20
XLogP3:-1.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:228.07462149
Monoisotopic Mass:228.07462149
Topological Polar Surface Area:99.1
Heavy Atom Count:16
Complexity:343
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of Deoxyuridine

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
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Deoxyuridine

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