3-Deazauridine

Names

[ Name ]:
3-Deazauridine

[Synonym ]:
3-deazauridine
EINECS 245-488-8
MFCD00006522

Biological Activity

[Description]:

3-Deazauridine (NSC 126849) is a uridine analogue. 3-Deazauridine competitively inhibits cytidine triphosphate synthase to inhibit the biosynthesis of cytidine-5'-triphosphate. 3-Deazauridine acts synergistically with several antineoplastic agents, acting as a biological response modifier[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Cell Cycle/DNA Damage >> DNA/RNA Synthesis

Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog

[Target]

Cytidine triphosphate synthase[1]

[In Vitro]

3-Deazauridine (DAUR) 对 L1210 白血病细胞具有优异的抗肿瘤活性[1]。

[In Vivo]

3-Deazauridine (DAUR) (250 mg/kg/天；腹腔注射；1-9 天) 对小鼠中的 L1210 白血病细胞显示出中等活性[1]。 3-Deazauridine (腹腔注射；给药 5 次) 对比格犬和恒河猴的致死剂量分别为 250 mg/kg/day 和 417 mg/kg/day，最低毒性剂量为 62.5 mg/kg/day 和 104 mg/kg/day，无毒剂量分别为 31.25 mg/kg/day 和 52 mg/kg/day[1]。

[References]

[1]. Moriconi WJ, et al. 3-Deazauridine (NSC 126849): an interesting modulator of biochemical response. Invest New Drugs. 1986;4(1):67-84.

Chemical & Physical Properties

[ Density]:
1.718g/cm3

[ Boiling Point ]:
528ºC at 760mmHg

[ Melting Point ]:
233-235ºC

[ Molecular Formula ]:
C₁₀H₁₃NO₆

[ Molecular Weight ]:
243.21

[ Flash Point ]:
273.1ºC

[ Exact Mass ]:
243.07400

[ PSA ]:
112.15000

[ Vapour Pressure ]:
0mmHg at 25°C

[ Index of Refraction ]:
1.706

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UV1148000

CHEMICAL NAME :: 2(1H)-Pyridone, 4-hydroxy-1-beta-D-ribofuranosyl-

CAS REGISTRY NUMBER :: 23205-42-7

LAST UPDATED :: 199206

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C10-H13-N-O6

MOLECULAR WEIGHT :: 243.24

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation test systems - not otherwise specified

TEST SYSTEM :: Rodent - mouse Leukocyte

DOSE/DURATION :: 1 nmol

REFERENCE :: PAACA3 Proceedings of the American Association for Cancer Research. (Waverly Press, 428 E. Preston St., Baltimore, MD 21202) V.1- 1954- Volume(issue)/page/year: 24,295,1983

Safety Information

[ RTECS ]:
UV1148000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Preparation

Related Compounds

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