94-44-0 Usage
Description
Benzyl nicotinate is a benzyl ester resulting from the formal condensation of the carboxy group of nicotinic acid with benzyl alcohol. It is a vasodilator agent and is also generally used in cosmetics and drugs. It has been used as a rubefacient.
Uses
Used in Pharmaceutical Industry:
Benzyl nicotinate is used as a medication for its vasodilating properties, widening blood vessels and oxygenating the skin's capillaries.
Used in Cosmetics Industry:
Benzyl nicotinate is used as an ingredient in cosmetics due to its ability to increase skin oxygenation and stimulate the healing process of wounded skin.
Used in Chemical Synthesis:
Benzyl nicotinate can be used for the synthesis of benzylpalladium complexes to be used as catalysts for the substitution of olefins with benzylic groups.
Used as Certified Reference Materials:
Benzyl nicotinate serves as a secondary standard for use in several analytical applications, including pharmaceutical release testing, method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.
Synthesis Reference(s)
Synthetic Communications, 14, p. 515, 1984 DOI: 10.1080/00397918408059573
Clinical Use
Benzyl nicotinate is used in combination with heparin in the treatment of inflammation of vein (thrombophlebitis), pain in dilated veins area, pains and cramps in the leg muscles, disturbances of lymph circulation, traffic and sports related injuries, postoperative and posttraumatic scars, non-joint rheumatism or soft tissue rheumatism.
Check Digit Verification of cas no
The CAS Registry Mumber 94-44-0 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 4 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 94-44:
(4*9)+(3*4)+(2*4)+(1*4)=60
60 % 10 = 0
So 94-44-0 is a valid CAS Registry Number.
InChI:InChI=1/C13H11NO2/c15-13(16)11-7-4-8-14-12(11)9-10-5-2-1-3-6-10/h1-8H,9H2,(H,15,16)/p-1
94-44-0Relevant articles and documents
A metal-free iodine-mediated conversion of hydroxamates to esters
Ghosh, Subhankar,Banerjee, Jeet,Ghosh, Rajat,Chattopadhyay, Shital K.
, p. 1353 - 1360 (2020/03/30)
A metal-, oxidant-, and additive-free conversion of hydroxamates to esters have been achieved using molecular iodine as the reagent using a novel but not-so-explored heron-type rearrangement. The reaction proceeds with almost equal facility with substrates having either electron-donating or electron-withdrawing substituent. Similarly, α,?-unsaturated, and sterically hindered ortho-substituted hydroxamates also undergo the desired transformation smoothly.
Pyridinium oxidations of benzyl alcohol under microwave-assisted retro-ene conditions
Jensen, Anton W.,Moore, John M.,Kimble, MaryEllen V.,Ausmus, Alex P.,Dilling, Wendell L.
supporting information, p. 5636 - 5638 (2016/11/28)
Benzyl alcohol is oxidized to benzaldehyde when heated in sulfolane in the presence of N-benzylnicotinamide and N-benzylpyridinium salts. The oxidation is accelerated in the presence microwaves. Oxidations with related pyridiniums suggest that these oxidations could occur via retro-ene reactions.
Titanium superoxide-a stable recyclable heterogeneous catalyst for oxidative esterification of aldehydes with alkylarenes or alcohols using TBHP as an oxidant
Dey, Soumen,Gadakh, Sunita K.,Sudalai
, p. 10631 - 10640 (2015/11/17)
Titanium superoxide efficiently catalysed the oxidative esterification of aldehydes with alkylarenes or alcohols, under truly heterogeneous conditions, to afford the corresponding benzyl and alkyl esters in excellent yields. Mechanistic studies have established that this "one pot" direct oxidative esterification process proceeds through a radical pathway, proven by a FTIR spectral study of a titanium superoxide-aldehyde complex as well as spin trapping experiments with TEMPO. The intramolecular version of this protocol has been successfully demonstrated in the concise synthesis of 3-butylphthalide, an anti-convulsant drug.
