Benzyl nicotinate
- Product Name
- Benzyl nicotinate
- CAS No.
- 94-44-0
- Chemical Name
- Benzyl nicotinate
- Synonyms
- yansuanbianzhi;Benzylnicotinat;NICOTINIC ACID BENZYL ESTER;Pykaryl;Pycaril;RUBRIMENT;niacinbenzylester;BENZYL NICOTINATE;Niacin benzyl ester;BenzylNicotinate>
- CBNumber
- CB9363852
- Molecular Formula
- C13H11NO2
- Formula Weight
- 213.23
- MOL File
- 94-44-0.mol
Benzyl nicotinate Property
- Melting point:
- 24 °C (lit.)
- Boiling point:
- 177 °C/8 mmHg (lit.)
- Density
- 1,1165 g/cm3
- refractive index
- n20/D 1.570
- Flash point:
- 170°C
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Sparingly), Methanol (Slightly)
- form
- <24°C Solid,>24°C Liquid
- pka
- 3.16±0.10(Predicted)
- color
- Colourless to Light Beige
- Merck
- 14,6526
- BRN
- 159169
- LogP
- 2.400
- CAS DataBase Reference
- 94-44-0(CAS DataBase Reference)
- NIST Chemistry Reference
- Nicotinic acid, benzyl ester(94-44-0)
- EPA Substance Registry System
- 3-Pyridinecarboxylic acid, phenylmethyl ester (94-44-0)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- 72351
- Product name
- Benzyl nicotinate
- Purity
- ≥98.0% (GC)
- Packaging
- 100ml
- Price
- $133
- Updated
- 2025/07/31
- Product number
- 72351
- Product name
- Benzyl nicotinate
- Purity
- ≥98.0% (GC)
- Packaging
- 500ml
- Price
- $387.1
- Updated
- 2025/07/31
- Product number
- N0083
- Product name
- Benzyl Nicotinate
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $26
- Updated
- 2025/07/31
- Product number
- N0083
- Product name
- Benzyl Nicotinate
- Purity
- >98.0%(GC)
- Packaging
- 100g
- Price
- $98
- Updated
- 2021/12/16
- Product number
- PHR1370
- Product name
- Benzyl Nicotinate
- Purity
- Pharmaceutical Secondary Standard; Certified Reference Material
- Packaging
- 1ml
- Price
- $93.48
- Updated
- 2025/07/31
Benzyl nicotinate Chemical Properties,Usage,Production
Chemical Properties
Benzyl nicotinate is a benzyl ester resulting from the formal condensation of the carboxy group of nicotinic acid with benzyl alcohol. It derives from a nicotinic acid. It is a vasodilator agent and is also generally used in cosmetics and drugs.It has been used as a rubefacient.
Benzyl nicotinate can be used for the synthesis of benzylpalladium complexes to be used as catalysts for the substitution of olefins with benzylic groups.
Uses
benzyl nicotinate can increase skin oxygenation—thanks to vasodilatation properties—and help stimulate the healing process of wounded skin. It is an ester form of niacin (vitamin B), benzyl alcohol, and nicotinic acid.
Uses
Benzyl nicotinate can be used for the synthesis of benzylpalladium complexes to be used as catalysts for the substitution of olefins with benzylic groups.
Uses
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.
Definition
ChEBI: A benzyl ester resulting from the formal condensation of the carboxy group of nicotinic acid with benzyl alcohol. It has been used as a rubefacient.
Synthesis Reference(s)
Synthetic Communications, 14, p. 515, 1984 DOI: 10.1080/00397918408059573
General Description
Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. Benzyl Nicotinate is a medication widely used as a vasodilator, that widens blood vessels. It basically oxygenates and flushes the skin′s capillaries.
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.
Side effects
The common side-effects of Heparin+benzyl Nicotinate are skin irritation, redness, burning sensation, and itching. These side-effects are usually mild and temporary.
Synthesis
93-60-7
100-51-6
94-44-0
1. Catalyst Preparation: Lanthanum nitrate hexahydrate (La(NO3)3-6H2O, 17.3 mg, 0.04 mmol) and tri-n-octylphosphine (90% purity, 40 μL, 0.08 mmol) were added to a Soxhlet reflux vessel containing degreased cotton wool and 2.0 g of dried granular molecular sieve 5A. Dimethyl carbonate (8 mL), dehydrated by distillation, was added and stirred for 1 to 2 min at room temperature. The mixture was heated under heated reflux conditions (bath temperature 110°C) for 1 hour. Cool to room temperature, distill under reduced pressure to remove the solvent, and dry at room temperature for 1 hour at 5 torr or less to obtain the catalyst. 2. Reaction Procedure: In a reaction vessel, n-hexane (8 mL) was added sequentially as solvent, 4-nitrobenzoate (4.0 mmol) as carboxylic acid ester, and benzyl alcohol (4.0 mmol) as primary alcohol. The reaction was immediately heated to reflux conditions (bath temperature: 90 °C). The progress of the reaction was monitored by TLC and the completion of the reaction was confirmed after 5 hours. Cool to room temperature, add a small amount of water (0.3 to 0.5 mL) and stir for 5 min at room temperature to terminate the reaction. The reaction mixture was dried with magnesium sulfate, filtered and the filtrate was concentrated. The product was purified by silica gel column chromatography (hexane: ethyl acetate) in 99% yield. 3. For Examples 25-29 and Comparative Examples 10-14, the operation was the same as in Example 24, with only the carboxylate and reaction time changed. In Example 30 and Comparative Example 15, methyl benzoate was used as the carboxylic acid ester, cyclohexanol was used as the secondary alcohol, and the reaction time was adjusted. In Examples 26, 27, 29 and Comparative Examples 11, 12, 15, the amount of lanthanide compound and ligand was increased. The results are summarized in Table 4, including the results of Example 24 and Contrast Ratio 9.
References
[1] Patent: JP5804472, 2015, B2. Location in patent: Paragraph 0054; 0055; 0056
[2] Journal of Organic Chemistry, 2003, vol. 68, # 7, p. 2812 - 2819
[3] Chemical Communications, 2012, vol. 48, # 76, p. 9465 - 9467
[4] European Journal of Organic Chemistry, 2013, # 2, p. 326 - 331
[5] Organic Letters, 2008, vol. 10, # 11, p. 2187 - 2190
Benzyl nicotinate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Benzyl nicotinate manufacturers
- Product
- Benzyl nicotinate 94-44-0
- Price
- US $0.00-0.00/kg
- Min. Order
- 5kg
- Purity
- 99%
- Supply Ability
- 1000kg
- Release date
- 2025-07-30
- Product
- Benzyl nicotinate 94-44-0
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-12-11
- Product
- Benzyl Nicotinate 94-44-0
- Price
- US $99.00-45.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20ton
- Release date
- 2024-12-11