CAS 7144-08-3

Cholesteryl chloroformate

Description:

Cholesteryl chloroformate is an organic compound derived from cholesterol, characterized by the presence of a chloroformate functional group attached to the cholesterol backbone. It is typically a white to off-white solid that is soluble in organic solvents such as chloroform and dichloromethane but has limited solubility in water. This compound is primarily used in organic synthesis, particularly in the derivatization of alcohols and amines, facilitating the formation of carbamates. Cholesteryl chloroformate can also serve as a reagent in the preparation of various cholesterol derivatives, which are important in biochemical research and pharmaceutical applications. The compound is sensitive to moisture and should be handled under anhydrous conditions to prevent hydrolysis. Safety precautions are necessary when working with cholesteryl chloroformate, as it can be irritating to the skin, eyes, and respiratory system. Proper storage in a cool, dry place, away from light, is essential to maintain its stability and reactivity.

Formula: C₂₈H₄₅ClO₂

InChI: InChI=1S/C28H45ClO2/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(31-26(29)30)13-15-27(20,4)25(22)14-16-28(23,24)5/h9,18-19,21-25H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,27+,28-/m1/s1

InChI key: InChIKey=QNEPTKZEXBPDLF-JDTILAPWSA-N

SMILES: C[C@@]12[C@@]3([C@]([C@]4([C@](C)(CC3)[C@@]([C@@H](CCCC(C)C)C)(CC4)[H])[H])(CC=C1C[C@@H](OC(Cl)=O)CC2)[H])[H]

Synonyms:

• (3Beta)-Cholest-5-En-3-Yl Carbonochloridate
• (Cholesteryloxy)carbonyl chloride
• 3-Cholesteryl chloroformate
• 3β-[(Chlorocarbonyl)oxy]-5-cholestene
• Chloroformic acid cholesteryl ester
• Cholest-5-Ene-3-Beta-Yl Chloroformate
• Cholest-5-en-3-ol (3β)-, 3-(carbonochloridate)
• Cholest-5-en-3-ol (3β)-, carbonochloridate
• Cholest-5-en-3β-ol chloroformate
• Cholesterol carbonochloridate
• Cholesterol chlorocarbonate
• Cholesterol, chloroformate
• Cholesteryl chlorocarbonate
• Formic acid, chloro-, cholesteryl ester
• NSC 59689

Cholesterol Chloroformate

CAS: 7144-08-3

Formula: C₂₈H₄₅ClO₂

Purity: >98.0%(T)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 449.12

Ref: 3B-C0694

Cholesteryl chloroformate

CAS: 7144-08-3

Cholesteryl chloroformate is used in the preparation of hydrophobized chitosan oligosaccharide, which finds application as an efficient gene carrier. It acts as an initiator in the polymerization of methyl methacrylate. This Thermo Scientific Chemicals brand product was originally part of the Alfa

Formula: C₂₈H₄₅ClO₂

Color and Shape: White to pale cream, Powder or crystals or crystalline powder

Molecular weight: 449.12

Ref: 02-L04801

(1R,3aS,3bS,7S,9aR,9bS,11aR)-9a,11a-dimethyl-1-[(2R)-6-methylheptan-2-yl]-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-yl carbonochloridate

CAS: 7144-08-3

Formula: C₂₈H₄₅ClO₂

Purity: 96%

Color and Shape: Solid

Molecular weight: 449.1087

Ref: IN-DA003OVD

Cholesteryl Chloroformate

CAS: 7144-08-3

Cholesteryl Chloroformate

Purity: 97%

Molecular weight: 449.11g/mol

Ref: 54-OR1023550

Cholesterol chloroformate

Controlled Product

CAS: 7144-08-3

Cholesterol chloroformate is a cholesterol derivative that has been shown to have good solubility in water. It is a white crystalline solid that is insoluble in ether, benzene, and chlorinated hydrocarbons. The compound has been used as a phase-transition temperature indicator and has been shown to be more resistant to degradation by enzymes than steric interactions. Cholesterol chloroformate is also an intermediate for the synthesis of other compounds such as cholesteryl sulfate and dextran sulfate. This compound binds to the Toll-like receptor 4 (TLR4) on cells, triggering an inflammatory response and activating the immune system. Cholesterol chloroformate can be used to study tumor cell growth by inhibiting mitosis in mouse tumors with subcutaneous injections of this agent.

Formula: C₂₈H₄₅ClO₂

Purity: Min. 95%

Molecular weight: 449.11 g/mol

Ref: 3D-FC14186