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Camphora
"Descrizione"
by CarPas (5225 pt)
2022-Nov-28 21:33

Review Consensus: 10 Rating: 10 Number of users: 1
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Camphora or Camphor is a natural product, a monoterpene bicyclic ketone that is traditionally obtained by distilling the wood and bark from the Cinnamomum camphora tree that grows in Taiwan, Borneo, Asia and Japan and is also a component of the essential oil of many species of aromatic plants. It is synthesised using alpha pinene, which is obtained from the oil of turpentine through a chemical process, and natural camphor is still obtained by distilling the wood of the Cinnamomum camphora tree.

It appears in synthetic form as a white or colourless crystalline powder with a mothball-like odour. Stable. Incompatible with strong oxidising agents, organic substances, metal salts, combustible materials. Inflammable. Soluble in alcohol, chloroform, ether and other organic solvents.

What it is used for and where

Intermediate in the synthesis of aromatic chemicals.

Food

Fragrance used as an anthelmintic and preservative.

Cosmetics

Camphor oil is used as a fragrance and refreshing agent in aromatherapy products, cleansers, massage oils. Some cosmetic products containing this oil are labelled with astringent and skin-improving properties. Clinical studies have shown camphor to be a powerful anti-wrinkle agent as it induces the proliferation of primary dermal fibroblasts (1)

As with other chemical compounds included in cosmetic products, camphor is not immune to potential toxicity and this study provides the current overview of knowledge on the subject (2).

Medical

Camphor has a long history as an ancient analgesic remedy and circulatory stimulant; its fumes were used during the Black Death of 1346 and during cholera and smallpox epidemics.

Camphor produces a mild local anaesthetic, analgesic and anti-itch effect, is used in pharmaceutical products to relieve the burning and itching of insect bites and has been shown to be repellent against some insects (3).  Both camphor and its essential oil have demonstrated antiviral, antimicrobial and antifungal properties (4).

This study by Cardiovascular Pharmacology, ZekaPha GmbH, Mainz-Wiesbaden, Germany, found that camphor extracted from hawthorn berries counteracts an orthostatic fall in blood pressure (5).

When taken orally, it has a mild expectorant effect, but the efficacy of the antitussive effects were found in clinical studies to be rather mixed.

Camphor has been shown to be a moderate potentiator of skin penetration (6).

Other Uses

In PVC, celluloid production, synthetic rubber, nitrocellulose, it is used as a plasticiser

In ballistite production, it is a stabilising agent.

Safety

Camphor has a high degree of toxicity (7).

For more information:

    Camphor  studies

Typical commercial product characteristics Synthetic camphor

AppearanceWhite crystalline powder
Boiling Point
207.4±0.0°C at 760 mmHg
Melting Point
175-177 °C
Flash Point
64.4±0.0°C
Density1.0±0.1 g/cm3
PSA17.07000
LogP22.13
Refraction Index1.485
Vapor Pressure
0.2±0.4 mmHg at 25°C
Vapor density
5.2
Water Solubility
0.12 g/100 mL (25 ºC)
Specific Optical Rotation-2°~+5°
Specific Rotation (20°C)+41° -- +44°
Chloride≤0.035%
Reside solvent
0.217%
Safety



Price

100 g     $31.20

500 g     $84.00

  • Molecular Formula      C10H16O
  • Molecular Weight     152.23
  • Exact Mass    152.120117
  • CAS  76-22-2
  • UNII    5TJD82A1ET
  • EC Number   200-945-0
  • DSSTox Substance ID  
  • IUPAC  1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
  • InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3 
  • InChl Key      DSSYKIVIOFKYAU-UHFFFAOYSA-N
  • SMILES   CC1(C2CCC1(C(=O)C2)C)C
  • MDL number  MFCD00074738
  • PubChem Substance ID    24848879
  • ChEBI    36773
  • Beilstein        1907611
  • ICSC    1021
  • FEMA       4513     
  • RTECS   EX1225000     EX1260000
  • UN    2717
  • JECFA    1395     2199
  • NACRES     NA.22
  • RIDADR    UN 2717 4.1/PG 3

Synonyms

  • 1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
  • 2-Oxo-bornan
  • Camketone 
  • 2-Bornanone,2-Camphanone,D-Camphor
  • Radian B
  • (+)-bornan-2-one
  • Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-
  • camphanone
  • 3-Fluor-2,2-dimethyl-bicyclo<2.2.1>heptan
  • (1S,4S)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one

References________________________________________________________________

(1) Tran TA, Ho MT, Song YW, Cho M, Cho SK. Camphor Induces Proliferative and Anti-senescence Activities in Human Primary Dermal Fibroblasts and Inhibits UV-Induced Wrinkle Formation in Mouse Skin. Phytother Res. 2015 Dec;29(12):1917-25. doi: 10.1002/ptr.5484. 

(2) Barbaud A, Lafforgue C. Risks associated with cosmetic ingredients. Ann Dermatol Venereol. 2021 Jun;148(2):77-93. doi: 10.1016/j.annder.2020.04.027. 

(3) Ojimelukwe, P. C., & Adler, C. (2000). Toxicity and repellent effects of eugenol, thymol, linalool, menthol and other pure compounds on Dinoderus bifloveatus (Coleoptera: Bostrichidae). Journal of Sustainable Agriculture and the Environment, 2(1), 47-54.

(4) Viljoen A, van Vuuren S, Ernst E, Klepser M, Demirci B, Başer H, van Wyk BE. Osmitopsis asteriscoides (Asteraceae)-the antimicrobial activity and essential oil composition of a Cape-Dutch remedy. J Ethnopharmacol. 2003 Oct;88(2-3):137-43. doi: 10.1016/s0378-8741(03)00191-0. 

(5) Belz GG, Loew D. Dose-response related efficacy in orthostatic hypotension of a fixed combination of D-camphor and an extract from fresh crataegus berries and the contribution of the single components. Phytomedicine. 2003;10 Suppl 4:61-7. doi: 10.1078/1433-187x-00303.

(6) Ramesh, G., Vamshi Vishnu, Y., Kishan, V., & Rao, Y. M. (2007). Studies on the influence of penetration enhancers on in vitro permeation of carvedilol across rat abdominal skin. Current Trends in Biotechnology and Pharmacy, 1(1), 62-69.

(7) Siegel E, Wason S. Camphor toxicity. Pediatr Clin North Am. 1986 Apr;33(2):375-9. doi: 10.1016/s0031-3955(16)35008-8.

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