72995-94-9

Basic information

• Product Name: 14-Bromotetradecanol
• Synonyms: 14-BROMO-1-TETRADECANOL;14-BROMO-TETRADECAN-1-OL;14-BROMOTETRADECANOL;1-Tetradecanol, 14-bromo-
• CAS NO: 72995-94-9
• Molecular Formula: C₁₄H₂₉BrO
• Molecular Weight: 293.28
• Product Categories: pharmacetical
• Mol File: 72995-94-9.mol
• Article Data: 13

Chemical Properties

• Melting Point: 42-43 °C(Solv: heptane (142-82-5))
• Boiling Point: 353.6 °C at 760 mmHg
• Flash Point: 131.1 °C
• Appearance: /
• Density: 1.084 g/cm³
• Vapor Pressure: 2.05E-06mmHg at 25°C
• Refractive Index: 1.475
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 15.20±0.10(Predicted)
• CAS DataBase Reference: 14-Bromotetradecanol(CAS DataBase Reference)
• NIST Chemistry Reference: 14-Bromotetradecanol(72995-94-9)
• EPA Substance Registry System: 14-Bromotetradecanol(72995-94-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 72995-94-9(Hazardous Substances Data)

Usage

Uses

14-Bromo-1-tetradecanol can be used to synthesize cyclohexenoic long chain fatty alcohols that have implications as neuronal growth stimulators.

InChI:InChI=1/C14H29BrO/c15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16/h16H,1-14H2

Upstream product

• 19812-64-7 1,14-tetradecanediol 
• 5024-21-5 dimethyl tetradecanedioate 
• 821-38-5 1,14-tetradecanedioic acid 

Downstream Products

• 402483-49-2 1,1-(ethylenedioxy)-3-(14-hydroxytetradecyl)-4-methyl-3-(phenylsulfonyl)-cyclohexane 
• 321155-32-2 1-(15-hydroxypentadecyl-1-phenylsulfonyl)-2,6,6-trimethyl-1-cyclohexene 
• 310869-77-3 3-[4-(14-hydroxy-tetradecyloxy)-benzyl]-4H-[1,2,4]oxadiazol-5-one 

Relevant articles and documents

Discovery and Pharmacological Studies of 4-Hydroxyphenyl-Derived Phosphonium Salts Active in a Mouse Model of Visceral Leishmaniasis

We report the discovery of new 4-hydroxyphenyl phosphonium salt derivatives active in the submicromolar range (EC50 from 0.04 to 0.28 μM, SI > 10) against the protozoan parasite Leishmania donovani. The pharmacokinetics and in vivo oral efficacy of compound 1 [(16-(2,4-dihydroxyphenyl)-16-oxohexadecyl)triphenylphosphonium bromide] in a mouse model of visceral leishmaniasis were established. Compound 1 reduced the parasite load in spleen (98.9%) and liver (95.3%) of infected mice after an oral dosage of four daily doses of 1.5 mg/kg. Mode of action studies showed that compound 1 diffuses across the plasma membrane, as designed, and targets the mitochondrion of Leishmania parasites. Disruption of the energetic metabolism, with a decrease of intracellular ATP levels as well as mitochondrial depolarization together with a significant reactive oxygen species production, contributes to the leishmanicidal effect of 1. Importantly, this compound was equally effective against antimonials and miltefosine-resistant clinical isolates of Leishmania infantum, indicating its potential as antileishmanial lead.

Highly efficient preparation of selectively isotope cluster-labeled long chain fatty acids via two consecutive Csp3-Csp3 cross-coupling reactions

An efficient synthesis involving two copper-catalyzed alkyl-alkyl coupling reactions has been designed to easily access doubly isotope-labeled fatty acids. Such NMR- and IR-active compounds were obtained in excellent overall yields and will be further used for determining the conformation of an alkyl chain of lipidic biomolecules upon interaction with proteins.

Hydroxylated Long-Chain Resveratrol Derivatives Useful as Neurotrophic Agents

The present invention relates to a compound of general formula (I) below in which R1, R2 and R3 represent, independently of one another, a hydrogen atom or a C1-C6 alkyl group or a (C1-C6 alkyl)carbonyl group, R4, R5, R6 and R7 represent a hydrogen or a C1-C6 alkyl group, a C1-C6 alkoxy group or a (C1-C6 alkyl)carbonyloxy group, and n is an integer between 8 and 20, or its pharmaceutically acceptable addition salts, isomers, enantiomers and diastereoisomers, and also mixtures thereof. The invention also relates to a pharmaceutical composition comprising the compound and to the use thereof as a neurotrophic agent.