Chloroethylnitrosourea | Solubility of Things

Identification

Molecular formula

C₁₀H₁₇ClN₂O₂

CAS number

13010-47-4

IUPAC name

1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso-urea

State

At room temperature, chloroethylnitrosourea is typically a crystalline solid. It may appear as either a powder or larger crystals depending on the specific preparation and handling methods.

Melting point (Celsius)

95.00

Melting point (Kelvin)

368.15

Boiling point (Celsius)

375.00

Boiling point (Kelvin)

648.15

General information

Molecular weight

251.71g/mol

Molar mass

251.7270g/mol

Density

1.2837g/cm³

Appearence

Chloroethylnitrosourea typically appears as a pale yellow to orange crystalline solid. Its appearance may vary depending on its conditions and purity.

Comment on solubility

Solubility of 1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso-urea

The solubility of 1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso-urea, with the chemical formula C₁₀H₁₇ClN₂O₂, can be quite complex due to its unique structure. Understanding its solubility characteristics is essential for various applications, particularly in pharmaceuticals and chemistry. Here are some key points to consider:

Polarity: The presence of functional groups such as the nitroso group and chloroethyl moiety suggests that the compound may exhibit some degree of polarity, which has implications for its solubility in polar solvents.
Solvent Interaction: It is likely to be soluble in organic solvents such as methanol or ethanol, but its solubility in water may be limited due to the hydrophobic characteristics associated with the cyclohexyl group.
Influence of Temperature: The solubility can also depend significantly on temperature; generally, increased temperatures can enhance solubility in most solvents.
pH Sensitivity: The solubility may change with pH levels, particularly in biological systems where it might be exposed to different acidic or basic environments.
Potential Applications: Knowledge of its solubility behaviors is crucial for determining its efficacy and stability when used in drug formulation or chemical synthesis processes.

In summary, while the solubility of 1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso-urea can be context-dependent, its interaction with various solvents and environmental conditions must be carefully studied to optimize its use in scientific and industrial applications.

Interesting facts

Interesting Facts about 1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso-urea

1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso-urea, often abbreviated as nitroso-urea, is a noteworthy compound primarily because of its applications in medicinal chemistry, particularly in cancer treatment. Here are some fascinating aspects of this chemical:

Cancer Treatment: This compound is categorized as a nitrosourea, a class of compounds known for their ability to alkylate DNA. This property makes them effective in chemotherapy regimens against various cancers, including brain tumors.
Cytotoxic Mechanism: The cytotoxic action of nitrosoureas involves the formation of highly reactive intermediates. These intermediates can cause significant damage to cancer cells by cross-linking DNA strands, thereby impeding cell proliferation.
Unique Structure: The structure of this compound incorporates both chloroethyl and nitroso functional groups, which contribute to its reactivity and antiseptic qualities. The presence of a cyclohexyl group enhances lipophilicity, affecting the drug's distribution in biological systems.
Research Applications: In addition to its therapeutic uses, this compound serves as a valuable tool in research, particularly in the study of cellular mechanisms and drug resistance in cancer cells.
Side Effects: While effective, nitrosoureas can also present significant side effects due to their lack of specificity. Common adverse effects include myelosuppression and gastrointestinal issues, necessitating careful monitoring during treatment.

As we continue to explore the intricate nature of compounds like 1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso-urea, it is essential to balance their therapeutic potential with our understanding of their mechanisms and associated risks. This compound's unique properties exemplify the delicate interplay between structure and function in medicinal chemistry.

Synonyms

semustine

13909-09-6

Methyl-CCNU

MeCCNU

METHYL CCNU

1-(2-Chloroethyl)-3-(4-methylcyclohexyl)-1-nitrosourea

Semustina

trans-Methyl-CCNU

Lomustine, methyl-

Semustinum

Urea, N-(2-chloroethyl)-N'-(4-methylcyclohexyl)-N-nitroso-

ICIG 1110

methyl lomustine

N-(2-Chloroethyl)-N'-(4-methylcyclohexyl)-N-nitrosourea

Lomustine, methyl

Semustine [USAN:INN]

Semustinum [INN-Latin]

Semustina [INN-Spanish]

NCI-C04955

Me-CCNU

NSC 95441

CCRIS 6336

NSC95441

CHEBI:6863

33185-87-4

DTXSID8031603

HSDB 7760

NSC-95441

Urea, 1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso-

EGU4CMI14D

NSC-758471

Urea, 1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso-, trans-

1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso-urea

DTXCID6011603

ICIG-1110

1-(2-Chloroethyl)-3-(trans-4-methylcyclohexane)-1-nitrosourea

N-(2-Chloroethyl)-N'-(trans-4-methylcyclohexyl)-N-nitrosourea

2281H4FBL9

6YY7T1T567

Urea, N-(2-chloroethyl)-N'-(4-methylcyclohexyl)-N-nitroso-, cis-

Urea, N-(2-chloroethyl)-N'-(4-methylcyclohexyl)-N-nitroso-, trans-

NSC-135091

33073-59-5

NCGC00095051-01

SEMUSTINE (IARC)

SEMUSTINE [IARC]

Semustinum (INN-Latin)

Semustina (INN-Spanish)

SEMUSTINE (MART.)

SEMUSTINE [MART.]

1-(2-Chloroethyl)-1-([(4-methylcyclohexyl)amino]carbonyl)-2-oxohydrazine

1-(2-Choroethyl)-3-(4-methylcyclohexyl)-1-nitrosourea

trans-Semustine

cis-Semustine

1-(2-Chloroethyl)-1-(((4-methylcyclohexyl)amino)carbonyl)-2-oxohydrazine

cis-Methyl CCNU

SMR000058889

trans-Methyl CCNU

MeCCNU (trans)

Me CCNU

UNII-EGU4CMI14D

1-[2-Chloroethyl]-3-[4-methylcyclohexyl]-1-nitrosourea

NSC 135091

UNII-2281H4FBL9

UNII-6YY7T1T567

Methyl-lomustine

Prestwick_1013

MCCNU

Methyl-CCNU [Chloroethyl nitrosoureas]

Spectrum_001335

cis-1-(2-Chloroethyl)-3-(4-methylcyclohexyl)-1-nitrosourea

SEMUSTINE [INN]

SEMUSTINE, CIS-

AI3-52897

Semustine (USAN/INN)

SEMUSTINE [HSDB]

SEMUSTINE [USAN]

Spectrum2_000911

Spectrum3_000966

Spectrum4_001084

Spectrum5_001087

Urea, 1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso-, cis-

SEMUSTINE, TRANS-

SCHEMBL4500

SEMUSTINE [WHO-DD]

BSPBio_002571

KBioGR_001468

KBioSS_001815

MLS000069831

MLS001074931

CHEMBL12948

DivK1c_000020

SPECTRUM1503422

SPBio_000782

SCHEMBL4959160

CHEMBL1967746

CHEMBL2051944

HMS500A22

KBio1_000020

KBio2_001815

KBio2_004383

KBio2_006951

KBio3_001791

L01AD03

NINDS_000020

DTXSID301170045

HMS1922C16

HMS2093E21

Pharmakon1600-01503422

1-trans-(2-Chloroethyl)-3-(4-methylcyclohexyl)-1-nitrosourea

Urea, 3-(beta-chloroethyl)-1-(4-methylcyclohexyl)-3-nitroso-

Tox21_111404

CCG-39897

NSC135091

NSC758471

Urea, 1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso-, (Z)-

AKOS040742625

1-(2-Chloroethyl)-3-(4-methylcyclohexyl)-1-nitrosourea [Chloroethyl nitrosoureas]

IDI1_000020

QTL1_000073

NCGC00095051-02

NCGC00095051-03

NCGC00095051-04

AS-85664

DA-67536

HY-13747

NCI60_042122

SBI-0051825.P002

CAS-13909-09-6

CS-0007775

C07640

D05822

G12364

AB01563283_01

SR-01000763446

Q1230937

SR-01000763446-2

Q27253629

Q27277177

1-(2-Chloroethyl)-3-(4-methyl-cyclohexyl)-1-nitrosourea

1-(2-CHLOROETHYL)-3-(4-METHYL-CYCLOHEXYL)-NITROSOUREA

1-(2-Chloroethyl)-3-(trans-4-methylcyclohexyl)-1-nitrosourea

cis-N-(2-chloroethyl)-N'-(4-methylcyclohexyl)-N-nitroso-urea

1-(2-CHLOROETHYL)-3-(P-METHYLCYCLOHEXYL)-1-NITROSOUREA

trans-N-(2-chloroethyl)-N'-(4-methylcyclohexyl)-N-nitroso-urea

1-(2-CHLOROETHYL)-3-(4-METHYLCYCLOHEXYL)-1-NITROSOUREA, TRANS-

1-(2-CHLOROETHYL)-3-(4-METHYLCYCLOHEXYL)-1-NITROSOUREA,, CIS-

UREA, N-(2-CHLOROETHYL)-N'-(TRANS-4-METHYLCYCLOHEXYL)-N-NITROSO-

Urea, N-(2-chloroethyl)-Na(2)-(4-methylcyclohexyl)-N-nitroso-, cis-

634-275-9

Semustine; Urea, N-(2-chloroethyl)-N'-(4-methylcyclohexyl)-N-nitroso-; Urea, 1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso- (8CI); N-(2-Chloroethyl)-N'-(4-methylcyclohexyl)-N-nitrosourea; 1-(2-Chloroethyl)-3-(4-methylcyclohexyl)-1-nitrosourea; 1-(2-Chloroethyl)