Interesting facts
Interesting Facts about 5-[bis(2-chloroethyl)amino]-1H-pyrimidine-2,4-dione
5-[bis(2-chloroethyl)amino]-1H-pyrimidine-2,4-dione is a noteworthy compound with diverse implications in the field of medicinal chemistry. Its unique structure incorporates a pyrimidine ring, which is integral to numerous biological activities. Here are some captivating insights into this compound:
- Pharmacological Significance: The compound is recognized for its role as an anticancer agent. In fact, compounds derived from pyrimidine frameworks often exhibit potent cytotoxic properties, rendering them valuable in chemotherapy.
- Mechanism of Action: Through its bis(2-chloroethyl)amino substituent, this compound interacts with cellular DNA, leading to cross-linking. This mechanism inhibits DNA replication, triggering apoptosis (programmed cell death) in cancerous cells.
- Structure-Activity Relationship: The effectiveness of this compound is linked to its electronic and steric properties. Small modifications in its structure can result in significant changes to its biological efficacy, making it a subject of intensive research.
- Potential Side Effects: While it shows promise as an anticancer agent, the chlorinated side chains can lead to substantial toxicity profiles. Understanding and mitigating these effects are crucial for its clinical application.
- Research and Development: Ongoing studies aim to explore derivatives of this compound, enhancing its selectivity and reducing off-target effects. This pursuit exemplifies the iterative nature of drug discovery.
In summary, 5-[bis(2-chloroethyl)amino]-1H-pyrimidine-2,4-dione embodies the intersection of chemistry and pharmacology, making it a pivotal compound in the advancement of cancer therapies. Its continuing study holds potential for innovative treatments in the fight against cancer.
Synonyms
URACIL MUSTARD
Uramustine
66-75-1
Desmethyldopan
Aminouracil mustard
Demethyldopan
Uramustin
Chlorethaminacil
Uracillost
Uracilmostaza
Nordopan
Uracil nitrogen mustard
5-Aminouracil mustard
Uramustina
5-Bis(2-chloroethyl)aminouracil
5-N,N-Bis(2-chloroethyl)aminouracil
Uramustinum
Uracil lost
NSC-34462
U-8344
5-(Di-2-chloroethyl)aminouracil
5-[Bis(2-chloroethyl)amino]uracil
ENT 50439
RCRA waste number U237
CB-4835
NCI-C04820
SK-19849
Uracil mustard [USAN]
Uramustinum [INN-Latin]
Uramustina [INN-Spanish]
5-(Bis(2-chloroethyl)amino)uracil
CCRIS 618
5-(Di-(beta-chloroethyl)amino)uracil
U 8344
HSDB 3261
2,6-Dihydroxy-5-bis[2-chloroethyl]aminopyrimidine
UNII-W7KQ46GJ8U
5-[Di(beta-chloroethyl)amino]uracil
EINECS 200-631-3
W7KQ46GJ8U
NSC 34462
5-(Bis(2-chlorethyl)amino)-2,4(1H,3H)pyrimidinedione
Uramustine (INN)
Uramustine [INN]
5-(Bis(2-chloroethyl)amino)-2,4(1H,3H)pyrimidinedione
2,4(1H,3H)-Pyrimidinedione, 5-(bis(2-chloroethyl)amino)-
Uracil, 5-(bis(2-chloroethyl)amino)-
CHEBI:9884
2,6-Dihydroxy-5-bis(2-chloroethyl)aminopyrimidine
DTXSID8026270
AI3-50439
5-[bis(2-chloroethyl)amino]-1H-pyrimidine-2,4-dione
Uracil mustard (USAN)
5-[bis(2-chloroethyl)amino]pyrimidine-2,4-diol
Uracil mustard [USAN:USP]
DTXCID106270
5-[Di(2-chloroethyl)amino]uracil
NSC34462
5-[Di(.beta.-chloroethyl)amino]uracil
Uracil, 5-[bis(2-chloroethyl)amino]-
5-(Bis(2-chloroethyl)amino)pyrimidine-2,4(1H,3H)-dione
5-[bis(2-chloroethyl)amino]-2,4(1H,3H)-pyrimidinedione
NCGC00160575-01
2,4(1H,3H)-Pyrimidinedione, 5-[bis(2-chloroethyl)amino]-
Uracil lost [German]
Uramustinum (INN-Latin)
Uramustina (INN-Spanish)
URAMUSTINE (MART.)
URAMUSTINE [MART.]
Uracil mustard (USAN:USP)
URACIL MUSTARD (IARC)
URACIL MUSTARD [IARC]
5-[bis(2-chloroethyl)amino]pyrimidine-2,4(1H,3H)-dione
5-(Di(2-chloroethyl)amino)uracil
5-(di(beta-chloroethyl)amino)uracil
5-[bis(2-chloroethyl)amino]-1,2,3,4-tetrahydropyrimidine-2,4-dione
Mustard, Uracil
Uracil mustard (TN)
RCRA waste no. U237
5-(bis(2-chloroethyl)amino)-2,4(1h,3h)-pyrimidinedione
uracil-mustard
Uramustine?
5-(Bis(2-chloroethyl)amino)-2,4-(1H,3H)pyrimidinedione
SCHEMBL4091
CHEMBL1488
URACIL MUSTARD [MI]
URAMUSTINE [WHO-DD]
2,6-Dihydroxy-5-bis(2-chloroethyl)aminopyramidine
MLS003899236
URACIL MUSTARD [HSDB]
WLN: T6MVMVJ EN2G2G
URACIL MUSTARD [VANDF]
GTPL7621
SCHEMBL19915183
L01AD08
BCP27982
Tox21_111911
ENT-50439
URACIL MUSTARD [ORANGE BOOK]
AKOS015850649
AKOS024332500
CS-5184
DB00791
5-(bis-(2-Chloroethyl) Amino) Uracil
CAS-66-75-1
Uracil, 5-[bis(2-chloroethyl)-amino]-
HY-13544
NCI60_003061
SMR002543516
DB-005369
NS00036063
URACIL,5-(BIS(2-CHLOROETHYL)AMINO)-
5-(BIS-(2-CHLOROETHYL)-AMINO)-URACIL
D06265
AB01273928-01
5-[Bis(2-chlorethyl)amino]-2,3H)pyrimidinedione
A835541
EN300-37158616
2,3H)-Pyrimidinedione, 5-[bis(2-chloroethyl)amino]-
2,6-Dihydroxy-5-[bis(2-chloroethyl)amino]pyrimidine
BRD-K10180294-001-04-0
BRD-K10180294-001-06-5
Q15211075
URACIL MUSTARD (500 MG) (FOR U.S. SALE ONLY)
5-(BIS(2-CHLOROETHYL)AMINO)-2,4-(1H,3H)-PYRIMIDINEDIONE
200-631-3
Solubility of 5-[bis(2-chloroethyl)amino]-1H-pyrimidine-2,4-dione
The solubility of 5-[bis(2-chloroethyl)amino]-1H-pyrimidine-2,4-dione, with the chemical formula C9H13Cl2N3O2, can be influenced by several factors. Understanding its behavior in various solvents is crucial for applications in pharmaceutical and chemical research.
Factors Affecting Solubility
Researchers have found that this compound shows limited solubility in water but may exhibit moderate solubility in organic solvents such as:
Quote: “The solubility of any compound is of fundamental importance, influencing its bioavailability and efficacy in medicinal applications.”
In summary, while 5-[bis(2-chloroethyl)amino]-1H-pyrimidine-2,4-dione demonstrates specific solubility characteristics that make it suitable for diverse applications, careful experimentation is necessary to determine optimal solvent conditions for its use.