Carmustine

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Identification

Molecular formula
C9H13Cl2N3O2
CAS Number
154-93-8
IUPAC Name
5-[bis(2-chloroethyl)amino]-1H-pyrimidine-2,4-dione
Molecular Weight
214.12g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.5000g/cm3
Synonyms
URACIL MUSTARD
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.

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