MedKoo Biosciences

3-Deazauridine
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 112122

CAS#: 23205-42-7

Description: 3-Deazauridine is a nucleoside analog and inhibits the growth of L1210 leukemia cells.

Chemical Structure

3-Deazauridine

CAS# 23205-42-7

Instruction

Theoretical Analysis

MedKoo Cat#: 112122
Name: 3-Deazauridine
CAS#: 23205-42-7
Chemical Formula: C10H13NO6
Exact Mass: 243.07
Molecular Weight: 243.220
Elemental Analysis: C, 49.38; H, 5.39; N, 5.76; O, 39.47

Price and Availability

Size	Price	Availability
5mg	USD 230	2 Weeks
10mg	USD 460	2 Weeks
25mg	USD 730	2 Weeks
50mg	USD 1020	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: 3-Deazauridine; 3Deazauridine; 3 Deazauridine; NSC126849; NSC-126849; NSC 126849

IUPAC/Chemical Name: 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-4-hydroxypyridin-2(1H)-one

InChi Key: CBOKZNLSFMZJJA-PEBGCTIMSA-N

InChi Code: InChI=1S/C10H13NO6/c12-4-6-8(15)9(16)10(17-6)11-2-1-5(13)3-7(11)14/h1-3,6,8-10,12-13,15-16H,4H2/t6-,8-,9-,10-/m1/s1

SMILES Code: O=C1C=C(C=CN1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Product Data:

Product Data

Instruction:

View handling instruction

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMF	16.0	65.78
	DMSO	10.0	41.12
	PBS (pH:7.2)	5.0	20.56

Preparing Stock Solutions

The following data is based on the product molecular weight 243.220000000000000000000000000000 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

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*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

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1: Raynal NJ, Momparler LF, Rivard GE, Momparler RL. 3-Deazauridine enhances the antileukemic action of 5-aza-2'-deoxycytidine and targets drug-resistance due to deficiency in deoxycytidine kinase. Leuk Res. 2011 Jan;35(1):110-8. doi: 10.1016/j.leukres.2010.04.014. Epub 2010 May 26. PMID: 20510451. 2: Lockshin A, Mendoza JT, Giovanella BC, Stehlin JS Jr. Cytotoxic and biochemical effects of thymidine and 3-deazauridine on human tumor cells. Cancer Res. 1984 Jun;44(6):2534-9. PMID: 6722792. 3: Brockman RW, Shaddix SC, Williams M, Nelson JA, Rose LM, Schabel FM Jr. The mechanism of action of 3-deazauridine in tumor cells sensitive and resistant to arabinosylcytosine. Ann N Y Acad Sci. 1975 Aug 8;255:501-21. doi: 10.1111/j.1749-6632.1975.tb29254.x. PMID: 171997. 4: van Berg AA, Mooyer PA, van Lenthe H, Stet EH, De Abreu RA, van Kuilenburg AB, van Gennip AH. The IMP dehydrogenase inhibitor mycophenolic acid antagonizes the CTP synthetase inhibitor 3-deazauridine in MOLT-3 human leukemia cells: a central role for phosphoribosyl pyrophosphate. Biochem Pharmacol. 1995 Sep 28;50(7):1095-8. doi: 10.1016/0006-2952(95)00228-r. PMID: 7575666. 5: Momparler RL, Momparler LF. Chemotherapy of L1210 and L1210/ARA-C leukemia with 5-aza-2'-deoxycytidine and 3-deazauridine. Cancer Chemother Pharmacol. 1989;25(1):51-4. doi: 10.1007/BF00694338. PMID: 2480188. 6: Woodman DR, Williams JC. Effects of 2-deoxy-D-glucose and 3 deazauridine individually and in combination on the replication of Japanese B encephalitis virus. Antimicrob Agents Chemother. 1977 Mar;11(3):475-81. doi: 10.1128/AAC.11.3.475. PMID: 856001; PMCID: PMC352010. 7: Wang MC, Bloch A. Studies on the mode of action of 3-deazapyrimidines. 1. Metabolism of 3-deazauridine and 3-deazacytidine in microbial and tumor cells. Biochem Pharmacol. 1972 Apr 15;21(8):1063-73. doi: 10.1016/0006-2952(72)90100-1. PMID: 4624539. 8: Momparler RL, Veselý J, Momparler LF, Rivard GE. Synergistic action of 5-aza-2'-deoxycytidine and 3-deazauridine on L1210 leukemic cells and EMT6 tumor cells. Cancer Res. 1979 Oct;39(10):3822-7. PMID: 476619. 9: Sant ME, Lyons SD, Kemp AJ, McClure LK, Szabados E, Christopherson RI. Dual effects of pyrazofurin and 3-deazauridine upon pyrimidine and purine biosynthesis in mouse L1210 leukemia. Cancer Res. 1989 May 15;49(10):2645-50. PMID: 2713848. 10: Savickiene J, Gineitis A. 3-Deazauridine triggers dose-dependent apoptosis in myeloid leukemia cells and enhances retinoic acid-induced granulocytic differentiation of HL-60 cells. Int J Biochem Cell Biol. 2003 Oct;35(10):1482-94. doi: 10.1016/s1357-2725(03)00130-4. PMID: 12818243. 11: Shannon WM, Arnett G, Schabel FM Jr. 3-Deazauridine: inhibition of ribonucleic acid virus-induced cytopathogenic effects in vitro. Antimicrob Agents Chemother. 1972 Sep;2(3):159-63. doi: 10.1128/AAC.2.3.159. PMID: 4799550; PMCID: PMC444284.

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