Docosanol

Base Information

• Chemical Name: Docosanol
• CAS No.: 661-19-8
• Molecular Formula: C22H46O
• Molecular Weight: 326.607
• Hs Code.: 2905.29
• European Community (EC) Number: 211-546-6
• NSC Number: 759235,8407
• UNII: 9G1OE216XY
• DSSTox Substance ID: DTXSID4027286
• Nikkaji Number: J45.689F
• Wikipedia: 1-Docosanol
• Wikidata: Q3033497
• NCI Thesaurus Code: C47498
• RXCUI: 594680
• Metabolomics Workbench ID: 3102
• ChEMBL ID: CHEMBL1200453
• Mol file: 661-19-8.mol

Synonyms:1-docosanol;Abreva;behenyl alcohol;docosanol;IK.2

Chemical Property of Docosanol

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.0226mmHg at 25°C
• Melting Point: 65-72 °C(lit.)
• Refractive Index: 1.47
• Boiling Point: 375.9 °C at 760 mmHg
• PKA: 15.20±0.10(Predicted)
• Flash Point: 142.5 °C
• PSA: 20.23000
• Density: 0.839 g/cm³
• LogP: 7.80060
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: Insoluble
• XLogP3: 10.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 20
• Exact Mass: 326.354866087
• Heavy Atom Count: 23
• Complexity: 190

Purity/Quality:

98% ^*data from raw suppliers

1-Docosanol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CCCCCCCCCCCCCCCCCCCCCCO
• Recent ClinicalTrials: EDTA Eye Drops Compared to Abreva for Herpes Simplex Virus Eruptions
• Recent EU Clinical Trials: Etude de l’efficacité et de la tolérance, de l’injection intra prostatique de toxine botulique A, chez l’homme, dans le traitement de l’hyperplasie bénigne de prostate symptomatique.
• Uses: n-Docosanol is a binder and an emulsion stabilizer. It is also used to increase a formulation’s viscosity. This is a mixture of fatty alcohols. behenyl alcohol may be used for any number of purposes in a cosmetic formulation, including as an emollient, a binder, an emulsion stabilizer, or to increase a product’s viscosity. It may be derived either synthetically or from plants. 1-Docosanol works as a surfactant in cosmetics. 1-Docosanol cream has also been approved by the US Food and Drug Administration as a safe and effective topical treatment for herpes labialis
• Indications: Docosanol (Abreva) is a long-chain saturated alcohol that is clinically effective against HSV. It has in vitro activity against many enveloped viruses, including CMV, influenzavirus, and respiratory syncytial virus. Docosanol is not directly virucidal; instead, it blocks the entry of the virion into the host cell by inhibiting the fusion of the viral envelope with the host plasma membrane. Because it does not affect viral replication or protein production, it may be less susceptible to the development of resistance than other antiviral drugs.
• Clinical Use: Docosanol cream is approved for the over-the-counter treatment of herpes labialis. It shortens the duration of symptoms of cold sores and fever blisters but does not provide symptomatic relief.

Technology Process of Docosanol

There total 39 articles about Docosanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

1-docosanol (42449-18-3) → 1-docosanol (661-19-8)

Guidance literature:

With iodine; In methanol; microwave irradiation;

DOI:10.1081/scc-120026335

Reference yield: 100.0%

tert-butyl-docosyloxy-dimethyl-silane → 1-docosanol (661-19-8)

Guidance literature:

With iodine; In methanol; microwave irradiation;

DOI:10.1081/scc-120026335

Reference yield: 98.0%

n-docosanal (57402-36-5) → 1-docosanol (661-19-8)

Guidance literature:

With magnesium; tin(ll) chloride; In tetrahydrofuran; for 0.25h;

DOI:10.1080/00397919908086257

upstream raw materials:

ethyl docosanoate

docosanoic acid phenyl ester

behenic acid methyl ester

2-Docosyloxy-tetrahydro-pyran

Downstream raw materials:

Docosyl formate

heptanoic acid docosyl ester

1-Bromodocosane

1-docosene

Refernces

• 1、 Chen, Guoliang,He, Xiaoyan,Huang, Gang,Lu, Xiuhong,Wang, Jincheng,Yang, Zhenjiao,Zhang, Yongsheng,Zhang, Zeng. "Hydrazine Hydrate Accelerates Neocuproine–Copper Complex Generation and Utilization in Alkyne Reduction, a Significant Supplement Method for Catalytic Hydrogenation". . p. 17696 - 17709. Retrieved 2021/12/09.
• 2、 -. "A PROCESS FOR THE PREPARATION OF DOCOSANOL". Page/Page column 8; 9. . Retrieved 2019/01/05.