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Details

Stereochemistry ACHIRAL
Molecular Formula C8H11Cl2N3O2
Molecular Weight 252.098
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of URACIL MUSTARD

SMILES

ClCCN(CCCl)C1=CNC(=O)NC1=O

InChI

InChIKey=IDPUKCWIGUEADI-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Molecular Formula C8H11Cl2N3O2
Molecular Weight 252.098
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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. Uracil Mustard selectively inhibits the synthesis of deoxyribonucleic acid (DNA). The guanine and cytosine content correlates with the degree of Uracil Mustard-induced cross-linking. At high concentrations of the drug, cellular RNA and protein synthesis are also suppressed. After activation, it binds preferentially to the guanine and cytosine moieties of DNA, leading to cross-linking of DNA, thus inhibiting DNA synthesis and function. The DNA damage leads to apoptosis of the affected cells. Chemically it is a derivative of nitrogen mustard and uracil.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
URACIL MUSTARD
Palliative
URACIL MUSTARD
Palliative
URACIL MUSTARD

Funbound

ValueDoseCo-administeredAnalytePopulation
95%
single
URACIL MUSTARD plasma
Homo sapiens

PubMed

Sample Use Guides

In Vivo Use Guide
adult: a single weekly dose of 0.15 mg/kg bw for 4 weeks children: a single weekly dose of 0.30 mg/kg bw for 4 weeks
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
W7KQ46GJ8U
Record Status Validated (UNII)
Record Version