関: panthenol

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/08/26 08:09:50」(JST)

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Panthenol (pantothenol) is the alcohol analog of pantothenic acid (vitamin B₅), and is thus a provitamin of B₅. In organisms it is quickly oxidized to pantothenate. Panthenol is a highly viscous transparent liquid at room temperature, but salts of pantothenic acid (for example sodium pantothenate) are powders (typically white). It is soluble in water, alcohol and propylene glycol, soluble in ether and chloroform, and slightly soluble in glycerin.

Panthenol comes in two enantiomers, D and L. Only D-panthenol (dexpanthenol) is biologically active, however both forms have moisturizing properties. For cosmetic use, panthenol comes either in D form, or as a racemic mixture of D and L (DL-panthenol).

Panthenol's expanded chemical formula is: HO-CH₂-C(CH₃)₂-CH(OH)-CONH-CH₂CH₂CH₂-OH.

Uses

Bepanthen eye and nose lotion (Germany)

In cosmetics and personal-care products, panthenol is a humectant, emollient, and moisturizer. It binds to the hair shaft readily; so, it is a common component of commercial shampoos and hair conditioners (in concentrations of 0.1-1.0%). It coats the hair and seals its surface^{[citation needed]}, lubricating the hair shaft and giving it a shiny appearance. It is also recommended by many tattoo artists as a post-tattooing moisturising cream.

Panthenol draws moisture from the atmosphere and readily binds to water molecules. When applied to the hair panthenol will help to moisturize it and give it a shine and gloss. For this reason it has become a very popular ingredient in shampoos and conditioners.

In ointments, panthenol is an effective skin penetrator.^[2] It is sometimes mixed with allantoin, in concentrations of up to 2-5%, and is used for treatment of sunburns, mild burns and minor skin disorders.^{[citation needed]} It improves hydration, reduces itching and inflammation of the skin, and accelerates epidermal wounds' rate of healing.^[2]

If ingested, panthenol is metabolized to pantothenic acid.

Synonyms

Dexpanthenol

Other names for panthenol include:

Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (R)-
Butyramide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, D-(+)-
Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (2R)-
D-Panthenol
Dexpanthenol (DCIR)
Dexpanthenolum
Propanolamine, N-pantoyl-
d-Pantothenyl alcohol
Bepanthen

References

^ "dexpanthenol - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 25 March 2005. Identification. Retrieved 29 June 2012.
^ ^a ^b Ebner F, Heller A, Rippke F, Tausch I (2002). "Topical Use of Dexpanthenol in Skin Disorders". American Journal of Clinical Dermatology 3 (6): 427–433. doi:10.2165/00128071-200203060-00005. PMID 12113650.

External links

PDR Online : Pantothenic Acid
Sci-toys: ingredients: panthenol
DSM Nutritional Products Panthenol
Record in the Household Products Database of NLM

UpToDate Contents

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1. 放射線皮膚炎 radiation dermatitis

English Journal

Evaluation of the preventive effect of dexpanthenol in radiation injury by lung perfusion scintigraphy: a preclinical experimental model of radiation injury.

Koç ZP1, İn E, Karslioğlu İ, Üçer Ö, Canpolat S.
Nuclear medicine communications.Nucl Med Commun.2015 Dec;36(12):1227-32. doi: 10.1097/MNM.0000000000000392.
AIM: The aim of this study was to show the preventative effects of dexpanthenol in radiation injuries caused by radiotherapy (RT) through the use of lung perfusion scintigraphy in the pre-RT and post-RT periods.MATERIALS AND METHODS: Six male New Zealand rabbits (5-6 months of age and ∼2.5-3 kg
PMID 26509715

Efficacy of chlorexidine, dexpanthenol, allantoin and chitosan gel in comparison with bicarbonate oral rinse in controlling post-interventional inflammation, pain and cicatrization in subjects undergoing dental surgery.

Lope-Lopez J1, Jan-Pallí E1, González-Navarro B1, Jané-Salas E1, Estrugo-Devesa A1, Milani M2.
Current medical research and opinion.Curr Med Res Opin.2015 Oct 15:1-16. [Epub ahead of print]
INTRODUCTION: Reducing post-interventional inflammation and pain in odontostomatologic surgery procedures, such as teeth extractions, implants or oral biopsies is a relevant clinical goal. Chlorhexidine oral rinse is commonly used with this aim. Recently a new product containing chlorexidine, dexpan
PMID 26471464

Antioxidant Properties of 2-Hydroxyethyl Methacrylate-Based Copolymers with Incorporated Sterically Hindered Amine.

Poláková L1, Raus V1, Kostka L1, Braunová A1, Pilař J1, Lobaz V1, Pánek J1, Sedláková Z1.
Biomacromolecules.Biomacromolecules.2015 Sep 14;16(9):2726-34. doi: 10.1021/acs.biomac.5b00599. Epub 2015 Aug 14.
A series of model linear copolymers of 2-hydroxyethyl methacrylate (HEMA) and a sterically hindered amine derivative [N-(2,2,6,6-tetramethyl-piperidin-4-yl)methacrylamide (HAS)] were synthesized and characterized. Scavenging activities of the copolymers against reactive oxygen species (peroxyl and h
PMID 26258477

Japanese Journal

The protective effect of dexpanthenol on testicular atrophy at 60th day following experimental testicular torsion

ETENSEL Barlas,OZKISACIK Sezen,OZKARA Esra,SERBEST Yesim Aksu,OZTAN Onur,YAZICI Mesut,GURSOY Harun
Pediatric surgery international 23(3), 271-275, 2007-03-01
NAID 10027855793

Dexpanthenol attenuates lipid peroxidation and testicular damage at experimental ischemia and reperfusion injury

ETENSEL Barlas,OZKISACIK Sezen,OZKARA Esra,KARUL Aslihan,OZTAN Onur,YAZICI Mesut,GURSOY Harun
Pediatric surgery international 23(2), 177-181, 2007-02-01
NAID 10027855413

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Panthenol
Names
	IUPAC name 2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide
	Other names Bepanthen; Dexpanthenol;
Identifiers
CAS Registry Number	16485-10-2 ; 81-13-0 R
3DMet	B00882
ATC code	A11HA30; D03AX03, S01XA12
Beilstein Reference	1724945, 1724947 R
ChEBI	CHEBI:27373
ChEMBL	ChEMBL1200979
ChemSpider	4516 ; 115991 R ; 4677984 S
EC number	240-540-6
	InChI InChI=1S/C9H19NO4/c1-9(2,6-12)7(13)8(14)10-4-3-5-11/h7,11-13H,3-6H2,1-2H3,(H,10,14) ; Key: SNPLKNRPJHDVJA-UHFFFAOYSA-N ;
Jmol-3D images	Image; Image
KEGG	D03726
MeSH	dexpanthenol
PubChem	4678; 131204 R; 5748487 S
RTECS number	ES4316500
	SMILES CC(C)(CO)C(O)c(:[o]):[nH]CCCO ; CC(C)(CO)C(O)C(=O)NCCCO ;
UNII	1O6C93RI7Z
Properties
Chemical formula	C9H19NO4
Molar mass	205.25 g·mol−1
Appearance	Colourless liquid[contradictory]
Density	1.2 g mL−1 (at 20 °C)
Melting point	66 to 69 °C (151 to 156 °F; 339 to 342 K)
log P	−0.989
Acidity (pKa)	13.033
Basicity (pKb)	0.964
Refractive index (nD)	1.499
Hazards
NFPA 704	1 1 0
	Lethal dose or concentration (LD, LC):
LD50 (Median dose)	10,100 mg kg−1 (intraperitoneal, mouse); 15,000 mg kg−1 (oral, mouse)
Related compounds
Related compounds	Arginine; Theanine; Pantothenic acid; Hopantenic acid;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

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英: panthenol
同: パントテニルアルコール pantothenyl alcohol、デクスパンテノール dexpanthenol
商: M.V.I.、M.V.I.-12キット、エルネオパ、オーツカMV、シーパラ、ダイメジン・マルチ、ネオM.V.I.-9、ネオパレン1号輸液、ネオラミン・マルチV、パンテニール、パントール、ビタジェクト、フルカリック、マルタミン
関: ビタミンＢ剤

パントテン酸のカルボキシ基がヒドロキシ基に置換された化合物。生体でパントテン酸となり、その活性型であるCoA or ACPとして種々の活性を示す。代謝障害が関与するとされる術後腸管麻痺に有効である。

-パントール

「デクスパンテノール」

　　[★]

英: dexpanthenol
関: パンテノール

「panthenol」

　　[★]

パンテノール

関: dexpanthenol

[1] "dexpanthenol - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 25 March 2005. Identification. Retrieved 29 June 2012.

[EbnerEtAl2002-2] Ebner F, Heller A, Rippke F, Tausch I (2002). "Topical Use of Dexpanthenol in Skin Disorders". American Journal of Clinical Dermatology 3 (6): 427–433. doi:10.2165/00128071-200203060-00005. PMID 12113650.

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dexpanthenol