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66-75-1 molecular structure
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5-[bis(2-chloroethyl)amino]-1,2,3,4-tetrahydropyrimidine-2,4-dione

ChemBase ID: 670
Molecular Formular: C8H11Cl2N3O2
Molecular Mass: 252.09784
Monoisotopic Mass: 251.02283197
SMILES and InChIs

SMILES:
ClCCN(CCCl)c1c(=O)[nH]c(=O)[nH]c1
Canonical SMILES:
ClCCN(c1c[nH]c(=O)[nH]c1=O)CCCl
InChI:
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)
InChIKey:
IDPUKCWIGUEADI-UHFFFAOYSA-N

Cite this record

CBID:670 http://www.chembase.cn/molecule-670.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
5-[bis(2-chloroethyl)amino]-1,2,3,4-tetrahydropyrimidine-2,4-dione
IUPAC Traditional name
uracil mustard
Brand Name
Aminouracil Mustard
Chlorethaminacil
Demethyldopan
Desmethyldopan
Haemanthamine
Nordopan
Uracil nitrogen mustard
Uracillost
Uracilmostaza
Uramustin
Uramustine
Synonyms
Uracil mustard
CAS Number
66-75-1
PubChem SID
160964133
46506168
PubChem CID
6194

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
DrugBank DB00791 external link
PubChem 6194 external link
Data Source Data ID Price

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 9.048361  H Acceptors
H Donor LogD (pH = 5.5) 0.40513447 
LogD (pH = 7.4) 0.3957709  Log P 0.40531176 
Molar Refractivity 58.3501 cm3 Polarizability 21.927856 Å3
Polar Surface Area 61.44 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P 0.79  LOG S -2.28 
Solubility (Water) 1.32e+00 g/l 

PROPERTIES

PROPERTIES

Physical Property Bioassay(PubChem)
Solubility
1070 mg/L expand Show data source
Hydrophobicity(logP)
1.2 expand Show data source

DETAILS

DETAILS

DrugBank DrugBank
DrugBank - DB00791 external link
Item Information
Drug Groups approved
Description Nitrogen mustard derivative of uracil. It is a alkylating antineoplastic agent that is used in lymphatic malignancies, and causes mainly gastrointestinal and bone marrow damage. [PubChem]
Indication Used for its antineoplastic properties.
Pharmacology 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.
Affected Organisms
Humans and other mammals
Protein Binding 5%
External Links
Wikipedia

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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