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Lomustine

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Identification
Molecular formula
C9H16ClN3O2
CAS number
13010-47-4
IUPAC name
1-(2-chloroethyl)-3-cyclohexyl-1-nitroso-urea
State
State
Solid at room temperature.
Melting point (Celsius)
90.50
Melting point (Kelvin)
363.65
Boiling point (Celsius)
376.00
Boiling point (Kelvin)
649.15
General information
Molecular weight
233.69g/mol
Molar mass
233.6860g/mol
Density
1.3200g/cm3
Appearence

Lomustine typically appears as a yellow powder.

Comment on solubility

Solubility of 1-(2-chloroethyl)-3-cyclohexyl-1-nitroso-urea

The solubility of the compound 1-(2-chloroethyl)-3-cyclohexyl-1-nitroso-urea (C9H16ClN3O2) can be influenced by several factors. Here are some key points to consider:

  • Polarity: The presence of the chloroethyl and nitroso groups can enhance the polarity of the molecule, potentially leading to increased solubility in polar solvents.
  • Solvent Choice: This compound might exhibit good solubility in organic solvents such as dimethyl sulfoxide (DMSO) or methanol due to its structural characteristics.
  • Temperature Impact: As with many organic compounds, solubility may increase with temperature. Thus, heating the solvent might improve the dissolution of this compound.
  • pH Levels: Changes in pH levels can also affect solubility. The compound's functional groups could lead to different ionization states, influencing its dissolution in aqueous environments.

In summary, while specific solubility data might not be readily available for 1-(2-chloroethyl)-3-cyclohexyl-1-nitroso-urea, considering its chemical structure and the factors mentioned can provide insights into its solubility behavior. Ultimately, experimentation is often the best route to determine precise solubility characteristics.

Interesting facts

Interesting Facts about 1-(2-chloroethyl)-3-cyclohexyl-1-nitroso-urea

1-(2-chloroethyl)-3-cyclohexyl-1-nitroso-urea is a compound that piques the interest of scientists and researchers for several reasons:

  • Pharmaceutical Significance: This compound belongs to a class of nitrosoureas, which are often studied for their potential use in cancer therapy. Their ability to cross the blood-brain barrier makes them particularly relevant in treating brain tumors.
  • Mechanism of Action: Nitrosoureas like this one work by alkylating DNA. This process disrupts the cell’s ability to replicate and divide, which is particularly effective against rapidly dividing cancer cells.
  • Therapeutic Applications: In addition to cancer treatment, compounds of this nature may also have implications in research related to neurodegenerative diseases and other conditions where cellular growth regulation is disrupted.
  • Unique Structure: The presence of a cyclohexyl group and a chloroethyl moiety in its structure offers intriguing possibilities for further derivatives and modifications, which could enhance efficacy or reduce toxicity.
  • Synthesis and Research: The synthesis of 1-(2-chloroethyl)-3-cyclohexyl-1-nitroso-urea poses interesting challenges, making it a great topic of study in organic and medicinal chemistry.

As noted by researchers, "Understanding the dynamic properties of such compounds can lead to innovative solutions in oncology." This assertion underscores the importance of nitrosoureas in current medical research initiatives.

In summary, 1-(2-chloroethyl)-3-cyclohexyl-1-nitroso-urea is more than just a chemical formula; it represents a potential weapon in the fight against cancer and a fascinating subject for study in the field of chemical biology.

Synonyms
lomustine
13010-47-4
1-(2-Chloroethyl)-3-cyclohexyl-1-nitrosourea
Belustine
CCNU
CeeNU
Cecenu
CINU
Chloroethylcyclohexylnitrosourea
Urea, N-(2-chloroethyl)-N'-cyclohexyl-N-nitroso-
Lomustina
Lomustinum
Gleostine
Lomustinum [INN-Latin]
N-(2-Chloroethyl)-N'-cyclohexyl-N-nitrosourea
Lomustina [INN-Spanish]
Cyclohexyl chloroethyl nitrosourea
1-(2-Chloroethyl)-3-cyclohexylnitrosourea
SRI 2200
NSC-79037
ICIG 1109
NCI-C04740
NSC 79037
(Chloro-2-ethyl)-1-cyclohexyl-3-nitrosourea
RB 1509
NSC79037
(Cloro-2-etil)-1-cicloesil-3-nitrosourea
CCRIS 860
CHEBI:6520
CCN-U
HSDB 6519
1-Nitrosourea, 1-(2-chloroethyl)-3-cyclohexyl-
Urea, 1-(2-chloroethyl)-3-cyclohexyl-1-nitroso-
UNII-7BRF0Z81KG
EINECS 235-859-2
7BRF0Z81KG
Lomustine (CeeNU)
BRN 2125058
DTXSID2023222
AI3-52779
MFCD00012392
DTXCID103222
CCNU; NSC 79037
3-(2-chloroethyl)-1-cyclohexyl-3-nitrosourea
NCGC00167466-01
Lomustinum (INN-Latin)
Lomustina (INN-Spanish)
LOMUSTINE (MART.)
LOMUSTINE [MART.]
LOMUSTINE (USP-RS)
LOMUSTINE [USP-RS]
LOMUSTINE (EP MONOGRAPH)
LOMUSTINE [EP MONOGRAPH]
LOMUSTINE (USP MONOGRAPH)
LOMUSTINE [USP MONOGRAPH]
CAS-13010-47-4
CCNU [Chloroethyl nitrosoureas]
SR-05000001497
Lomustine; 1-(2-Chloroethyl)-3-cyclohexyl-1-nitrosourea
(Cloro-2-etil)-1-cicloesil-3-nitrosourea [Italian]
Lomeblastin
Belustin
Lucostin
Lucostine
1-(2-CHLOROETHYL)-3-CYCLOHEXYL-1-NITROSOUREA (IARC)
1-(2-CHLOROETHYL)-3-CYCLOHEXYL-1-NITROSOUREA [IARC]
Lomustine [USAN:INN:BAN]
Prava
Gleostine (TN)
Lomustine (Standard)
Lomustine, >=98%
Lomustine (USP/INN)
LOMUSTINE [INN]
LOMUSTINE [MI]
LOMUSTINE [HSDB]
LOMUSTINE [USAN]
LOMUSTINE [VANDF]
1-(2-Chloroethyl)-3-cyclohexyl-1-nitrosourea [Chloroethyl nitrosoureas]
CHEMBL514
NCIMech_000220
LOMUSTINE [WHO-DD]
SCHEMBL3995
1-(2-chloroethyl)-3-cyclohexyl-1-nitroso-urea
Lomustine - Bio-X trade mark
WLN: L6TJ AMVNNO&2G
chloroethylcyclo-hexylnitrosourea
GTPL7214
LOMUSTINE [ORANGE BOOK]
L01AD02
HMS2090A17
HMS3655I16
Pharmakon1600-01502301
BCP06551
Tox21_112470
BDBM50247919
HY-13669R
NSC759635
s1840
AKOS005766022
Tox21_112470_1
AC-8062
CCG-213022
CS-1461
DB01206
DS-1269
FL24923
NSC-759635
RB-1509
NCGC00167466-02
NCGC00167466-03
BL164634
HY-13669
NCI60_041743
DB-017097
WR-139017
L0251
NS00003479
SW220040-1
C07079
D00363
EN300-118685
AB00173884-02
AB00173884-03
AB00173884-04
AB00173884_05
AB00173884_06
Q415378
SR-05000001497-1
SR-05000001497-3
Urea, 1-(2-chloroethyl)-3-cyclohexyl)-1-nitroso-
Lomustine, European Pharmacopoeia (EP) Reference Standard
Lomustine, United States Pharmacopeia (USP) Reference Standard
1-(2-Chloroethyl)-1-[(cyclohexylamino)carbonyl]-2-oxohydrazine #
2-chloro-N-(cyclohexyl-C-hydroxycarbonimidoyl)-N-nitrosoethan-1-amine
1-(2-Chloroethyl)-3-cyclohexyl-1-nitrosourea1-(2-chloroethyl)-3-cyclohexyl-1-nitroso-urea13010-47-4NCI60_0417431-(2-Chloroethyl)-3-cyclohexylnitrosourea1-Nitrosourea, 1-(2-chloroethyl)-3-cyclohexyl-Be
235-859-2