Uramustine
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MedKoo CAT#: 100900

CAS#: 66-75-1

Description: Uramustine (INN), also known as uracil mustard, is a chemotherapy drug which belongs to the class of alkylating agents. It is used in lymphatic malignancies such as non-Hodgkin's lymphoma. It works by damaging DNA, primarily in cancer cells that preferentially take up the uracil due to their need to make nucleic acids during their rapid cycles of cell division. The DNA damage leads to apoptosis of the affected cells. Bone marrow suppression and nausea are the main side effects. Chemically it is a derivative of nitrogen mustard and uracil.


Chemical Structure

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Uramustine
CAS# 66-75-1

Theoretical Analysis

MedKoo Cat#: 100900
Name: Uramustine
CAS#: 66-75-1
Chemical Formula: C8H11Cl2N3O2
Exact Mass: 251.02283
Molecular Weight: 252.09784
Elemental Analysis: C, 38.11; H, 4.40; Cl, 28.13; N, 16.67; O, 12.69

Price and Availability

Size Price Availability Quantity
100.0mg USD 150.0 Same day
200.0mg USD 250.0 Same day
500.0mg USD 350.0 Same day
1.0g USD 550.0 Same day
2.0g USD 850.0 Same day
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Synonym: uracil mustard, Demethyldopan, Desmethyldopan, Uracilmostaza, Uracillost, Uramustin, Nordopan, Chlorethaminacil, Aminouracil mustard, Uramustina, Uramustinum

IUPAC/Chemical Name: 5-[bis(2-chloroethyl)amino]-1H-pyrimidine-2,4-dione

InChi Key: IDPUKCWIGUEADI-UHFFFAOYSA-N

InChi Code: InChI=1S/C8H11Cl2N3O2/c9-1-3-13(4-2-10)6-5-11-8(15)12-7(6)14/h5H,1-4H2,(H2,11,12,14,15)

SMILES Code: O=C1NC(C(N(CCCl)CCCl)=CN1)=O

Appearance: White 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: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

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

Preparing Stock Solutions

The following data is based on the product molecular weight 252.09784 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.

Recalculate based on batch purity %
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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1: Kohorn EI. Uracil mustard and 5-fluorouracil combination chemotherapy: a historic record. Conn Med. 2013 Aug;77(7):433-6. PubMed PMID: 24195184.

2: Kennedy BJ, Torkelson JL, Torlakovic E. Uracil mustard revisited. Cancer. 1999 May 15;85(10):2265-72. Review. PubMed PMID: 10326707.

3: Doweyko AM, Mattes WB. An application of 3D-QSAR to the analysis of the sequence specificity of DNA alkylation by uracil mustard. Biochemistry. 1992 Oct 6;31(39):9388-92. PubMed PMID: 1327114.

4: Toh BT, Gregory SA, Knospe WH. Acute leukemia following treatment of polycythemia vera and essential thrombocythemia with uracil mustard. Am J Hematol. 1988 May;28(1):58-60. PubMed PMID: 3369437.

5: Wattenberg LW, Bueding E. Inhibitory effects of 5-(2-pyrazinyl)-4-methyl-1,2-dithiol-3-thione (Oltipraz) on carcinogenesis induced by benzo[a]pyrene, diethylnitrosamine and uracil mustard. Carcinogenesis. 1986 Aug;7(8):1379-81. PubMed PMID: 3731391.

6: Shamasunder HK, Gregory SA, Knospe WH. Uracil mustard in the treatment of thrombocytosis. JAMA. 1980 Sep 26;244(13):1454-5. PubMed PMID: 7420634.

7: Hankins DG, Sanders S, MacDonald FM, Drage CW. Pulmonary toxicity recurring after a six week course of busulfan therapy and after subsequent therapy with uracil mustard. Chest. 1978 Mar;73(3):415-6. PubMed PMID: 272980.

8: Uracil mustard. IARC Monogr Eval Carcinog Risk Chem Man. 1975;9:235-41. Review. PubMed PMID: 791838.

9: Fortuny IE, Theologides A, Kennedy BJ. Single, combined and sequential use of uracil mustard and prednisone in the treatment of lymphoreticular tumors. Minn Med. 1972 Aug;55(8):715-6. PubMed PMID: 4559753.

10: Herrmann RP, Dougan L, Holt JA, Jackson JM, Matthews ML, Nelson AJ, Stenhouse NS, Woodliff HJ. Chronic granulocytic leukaemia. Comparison of uracil mustard and busulphan. Med J Aust. 1972 Apr 15;1(16):789-91. PubMed PMID: 4503393.

Uramustine

100.0mg / USD 150.0


Additional Information

Uramustine (INN) or uracil mustard is a chemotherapy drug which belongs to the class of alkylating agents. It is used in lymphatic malignancies such as non-Hodgkin's lymphoma. It works by damaging DNA, primarily in cancer cells that preferentially take up the uracil due to their need to make nucleic acids during their rapid cycles of cell division. The DNA damage leads to apoptosis of the affected cells. Bone marrow suppression and nausea are the main side effects. Chemically it is a derivative of nitrogen mustard and uracil.