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D-PANTHENOL
D-panthenol (dexpanthenol), the active form of panthenol, is enzymatically cleaved to form pantothenic acid (Vitamin B5), which is an essential component of Coenzyme A that acts as a cofactor in many enzymatic reactions that are important for protein metabolism in the epithelium.
Due to its good penetration and high local concentrations, D-panthenol is used in many topical products, such as ointments and lotions for treatment of dermatological conditions to relieve itching or promote healing.
Dermatological effects of the topical use of dexpanthenol include increased fibroblast proliferation and accelerated re-epithelialization in wound healing.
Furthermore, D-panthenol acts as a topical protectant, moisturizer, and has demonstrated anti-inflammatory properties.
CAS: 81-13-0
European Community (EC) Number: 201-327-3
IUPAC Name: (2R)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide
Molecular Formula: C9H19NO4
Molecular Weight: 205.25 g/mol
Experimental Properties
Physical Description: Solid
Color / Form: Hygroscopic oil
Taste: Slightly bitter taste
Boiling Point: Decomposes
Melting Point: < 25 °C
Solubility: Freely soluble in methanol, water, alcohol; slightly soluble in ether
Density: 1.2 at 20 °C/20 °C
Vapor Pressure: 1.5X10-8 mm Hg at 25 °C (est)
Stability / Shelf Life: Reasonably stable to usual sterilization time and temp in aqueous solution at pH 3.0-4.0; long heating causes racemization.
Decomposition: When heated to decomposition it emits toxic fumes of /nitric oxide/.
pH: 9.5
Panthenol is an alcohol derivative of pantothenic acid, a component of the B complex vitamins and an essential component of a normally functioning epithelium.
Panthenol exists as a racemic mixture containing both the dextrorotatory form (D-panthenol) and the levorotatory form (levopanthenol).
While pantothenic acid is optically active, only the dextrorotatory form ([DB09357]) is biologically active.
D-panthenol, the active form of panthenol, is enzymatically cleaved to form pantothenic acid (Vitamin B5), which is an essential component of Coenzyme A that acts as a cofactor in many enzymatic reactions that are important for protein metabolism in the epithelium.
Due to its good penetration and high local concentrations, D-panthenol is used in many topical products, such as ointments and lotions for treatment of dermatological conditions to relieve itching or promote healing.
Dermatological effects of the topical use of D-panthenol include increased fibroblast proliferation and accelerated re-epithelialization in wound healing.
Furthermore, D-panthenol acts as a topical protectant, moisturizer, and has demonstrated anti-inflammatory properties.
D-panthenol is an alcohol derivative of pantothenic acid, a component of the B complex vitamins and an essential component of a normally functioning epithelium.
D-panthenol is enzymatically cleaved to form pantothenic acid, which is an essential component of Coenzyme A, which acts as a cofactor in many enzymatic reactions that are important for protein metabolism in the epithelium.
Due to its good penetration and high local concentrations, D-panthenol is used in many topical products, such as ointments and lotions for treatment of dermatological conditions to relieve itching or promote healing.
Dermatological effects of the topical use of D-panthenol include increased fibroblast proliferation and accelerated re-epithelialization in wound healing.
Furthermore, D-panthenol acts as a topical protectant, moisturizer, and has demonstrated anti-inflammatory properties.
D-panthenol is also available as a racemic mixture containing both the dextrorotatory form (dexpanthenol) and the levorotatory form (levopanthenol) as [DB11204].
While pantothenic acid is optically active, only the dextrorotatory form (D-panthenol) is biologically active.
D-panthenol is an alcoholic analogue of D-pantothenic acid and cholinergic agent.
D-panthenol acts as a precursor of coenzyme A necessary for acetylation reactions and is involved in the synthesis of acetylcholine.
Although the exact mechanism of the actions of D-panthenol is unclear, it may enhance the effect of acetylcholine.
D-panthenol acts on the gastrointestinal tract and increases lower intestinal motility.
D-panthenol is also applied topically to the skin to relieve itching and to promote healing.
D-Panthenol is used as precursors in the biosynthesis of coenzyme A.
D-Panthenol and D-Pantothenic acid are used in a variety of skin protection products.
D-pantothenic acid have a role in controlling keratinocyte proliferation and differentiation.
D-Panthenol is used for studies of skin protection emulsions from UV irradiation and as a humectant.
D-panthenol is also used in creams, lotions, shampoos, conditioners and body washes.
Panthenol is an active ingredient for sophisticated cosmetic skin care and hair care products.
D-panthenol improves the appearance of skin, hair and nails.
D-Panthenol is the provitamin of D-Pantothenic acid (Vitamin B5).
D-Pantothenic acid plays a key role in the human intermediary metabolism.
D-panthenol is a part of the Coenzyme A.
Deficiency of Vitamin B5 results in many dermatological disorder.
Coenzyme A is important for:
-structure and function of living tissue
-resistance of the mucous membrane
-growth and pigmentation of hair
Role in the skin:
-deep penetrating moisturizer
-stimulates epithelisation
-has wound healing effect
-has an anti-inflammatory effect
Role in the hair:
-long lasting moisturizer
-prevents hair damage
-thickens hair
-improves luster and sheen
Role in nail care:
-improves hydration
-imparts flexibility
D-Panthenol is also applied in the pharmaceutical industry.
The main areas of pharmaceutical application are syrups, drops, ampoules, creams, gels and capsules.
In liquid multi-vitamin and Vitamin B complex preparations D-Panthenol is nearly always preferred to the D-Pantothenates because it is usually considerably more stable at the pH values below 5 usually employed in these preparations.
Lastly it is also used in oral care for its soothing properties.
Panthenol is the alcohol analog of pantothenic acid (vitamin B5), and is thus the 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 well 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).
Pantothenol's expanded chemical formula is: HO-CH2-C(CH3)2-CH(OH)-CONH-CH2CH2CH2-OH.
Uses
In cosmetics, panthenol is a humectant, emollient and moisturizer.
Panthenol binds to hair follicles readily and is a frequent component of shampoos and hair conditioners (in concentrations of 0.1-1%).
Panthenol coats the hair and seals its surface, lubricating follicles and making strands appear shiny.
In ointments panthenol is mixed with allantoin, in concentrations of up to 2-5%, and is used for treatment of sunburns, mild burns and minor skin disorders.
Panthenol is not, however, absorbed through the skin and thus has limited effects that are not due to its provitamin character.
If ingested, panthenol is metabolized to pantothenic acid.
D-panthenol (D-panthenol) is an active compound of D-pantothenic acid and a precursor of coenzyme A, it is an important vitamin drug, which can be converted into pantothenic acid and then synthesized into coenzyme A.
D-panthenol promotes the metabolism of human protein, fat and carbohydrate, protects the mucous membrane and luster of skin surface, and prevents the occurrence of diseases, D-panthenol as a nutritional supplement, widely used in medicine, food, cosmetics industry, specific preparations such as Oral Liquid, eye drops, multi-vitamin injection, shampoo, mousse, skin cream, etc.
D-panthenol is a colorless to yellowish transparent viscous liquid that may crystallize during long-term low-temperature storage.
There is a slight special odor, easy to absorb moisture.
D-panthenol soluble in water, methanol, ethanol, insoluble in ether, chloroform, oil and fat.
D-panthenol is relatively stable in air and light.
D-panthenol is widely used in the pharmaceutical, food, and cosmetic industries.
In the pharmaceutical industry, as a vitamin B drug, involved in metabolism;
In the food industry, used as a nutritional supplement and fortifier, promote the metabolism of human protein, fat, carbohydrate, maintain the skin and mucous membranes, improve hair gloss, improve immunity, prevent the occurrence of diseases;
In the cosmetics industry: the role of care on the skin is manifested in the deep penetration of moisturizers, stimulate the growth of epithelial cells, promote wound healing, anti-inflammatory effect;
The role of care on the hair is manifested in a lasting moisturizing function, prevent split hair, damage, increase the density of the hair, improve the luster of the hair;
the nursing of the nail is manifested by improving the hydration of the nail and imparting flexibility to the nail.
Uses
In pharmaceuticals, cosmetics, and personal-care products, D-panthenol is a moisturizer and humectant, used in ointments, lotions, shampoos, nasal sprays, eye drops, lozenges, and cleaning solutions for contact lenses.
In ointments D-panthenol is used for the treatment of sunburns, mild burns, minor skin injuries, and disorders (in concentrations of up to 2–5%).
D-panthenol improves hydration, reduces itching and inflammation of the skin, improves skin elasticity, and accelerates epidermal wounds' rate of healing.
For this purpose, D-panthenol is sometimes combined with allantoin.
D-panthenol binds to the hair shaft readily, so, it is a common component of commercial shampoos and hair conditioners (in concentrations of 0.1–1%).
D-panthenol coats the hair and seals its surface, lubricating the hair shaft and giving it a shiny appearance.
D-panthenol is also recommended by tattoo artists as a post-tattooing moisturising cream.
Applications
D-Panthenol is used as precursors in the biosynthesis of coenzyme A.
D-Panthenol and D-Pantothenic acid are used in a variety of skin protection products.
D-pantothenic acid have a role in controlling keratinocyte proliferation and differentiation.
D-Panthenol is used for studies of skin protection emulsions from UV irradiation and as a humectant.
D-panthenol is also used in creams, lotions, shampoos, conditioners and body washes.
Storage:
Keep container tightly sealed.
Store in cool, dry conditions in well sealed containers.
Incompatible with oxidizing agents.
It is hygroscopic in nature.
SYNONYMS:
Dexpanthenol
D-Panthenol
81-13-0
Pantothenol
Ilopan
D-Pantothenyl alcohol
Bepanthen
Bepanthene
Bepantol
Pantol
Provitamin B
Panthoderm
Thenalton
Motilyn
Panadon
Zentinic
(+)-Panthenol
d-Pantothenol
Pantothenyl alcohol
Cozyme
D-P-A Injection
D(+)-Panthenol
Pantenyl
Synapan
Urupan
Intrapan
D(+)-Pantothenyl alcohol
D-Panthenol 50
Provitamin B5
Dexpantenol
Pantothenylol
d panthenol
(2R)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide
(R)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide
Dexpanthenolum
Penthenol
Varitan
Alcopan-250
Dextro pantothenyl alcohol
Propanolamine, N-pantoyl-
N-Pantoyl-propanolamine
Sinecort
Pantothenol, D-
Panthenol (D)
Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (2R)-
Panthenol, (+)-
N-Pantoyl-3-propanolamine
D-(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide
UNII-1O6C93RI7Z
Panthenol (JAN)
Prestwick_529
Dexpanthenol (1.20 g/mL)
NSC 302962
Ilopan (TN)
CORNERGEL
D-(+)-Panthenol
DOLOBENE
1O6C93RI7Z
CCRIS 3947
HSDB 296
DTXSID3022906
CHEBI:27373
PANTHENOL 50W
EINECS 201-327-3
PANTHENOL, (R)-
ALCOPAN 250
D-(+)-Pantothenyl alcohol
BAY 81-2996
BRN 1724947
Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (R)-
Butyramide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, D-(+)-
DTXCID402906
2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide, (R)-
EC 201-327-3
2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide, D-(+)-
Pro-itamin B5
4-04-00-01652 (Beilstein Handbook Reference)
Dexpanthenol [USAN:USP:INN:BAN]
NSC302962
NSC-302962
component of Pantho-F
NCGC00142622-03
PANTHENOL [JAN]
d(+)-2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethylbutyramide
(R)-2,4-Dihydroxy-N-(3-hydroxy-propyl)-3,3-dimethylbutanamide
alpha,gamma-Dihydroxy-N-(3-hydroxypropyl)-beta,beta-dimethylbutyramide, D-(+)-
D(+)-alpha,gamma-Dihydroxy-N-(3-hydroxypropyl)-beta,beta-dimethylbutyramide
Dexpantenol [INN-Spanish]
Dexpanthenolum [INN-Latin]
DEXPANTHENOL (MART.)
DEXPANTHENOL [MART.]
DEXPANTHENOL (USP-RS)
DEXPANTHENOL [USP-RS]
DEXPANTHENOL (EP MONOGRAPH)
DEXPANTHENOL [EP MONOGRAPH]
(R)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide
DEXPANTHENOL (USP MONOGRAPH)
DEXPANTHENOL [USP MONOGRAPH]
pantothenylol alcohol
component of Zentinic
Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (theta)-
DEXPANTHENOL [USAN]
Dexpanthenol [USAN:BAN:INN]
dexpantenolo
(R)-2,4-Dihydroxy-3,3-dimethylbutyric 3-hydroxypropylamide
C9-H19-N-O4
Dexpanthenol;
Fancol DL
CAS-81-13-0
NCGC00186658-01
Dexpanthenol (USP)
MFCD00065006
Panthenol, (+ )-
Prestwick0_000022
Prestwick1_000022
Prestwick2_000022
Prestwick3_000022
Dexpanthenol (USP/INN)
DEXPANTHENOL [MI]
D-Panthenol USP/BP/IP
compnent of ilopan-Choline
DEXPANTHENOL [FCC]
DEXPANTHENOL [INN]
bmse000445
DEXPANTHENOL [HSDB]
D-PANTHENOL [VANDF]
DEXPANTHENOL [VANDF]
SCHEMBL15861
BSPBio_000083
DEXPANTHENOL [WHO-DD]
SPBio_002004
BPBio1_000093
Butanamida, 2,4-dihidroxi-n-(3-hidroxipropil)-3,3-dimetil-, (2r)-
CHEMBL1200979
D(+)alpha,gamma-dihydroxy-N-(3-hydroxypropyl)-beta,beta-dimethylbutyramide
Dexpanthenol - USP/FCC Kosher
SCHEMBL20553090
A11HA30
D03AX03
S01XA12
DEXPANTHENOL [ORANGE BOOK]
HMS1568E05
HMS2094E09
HMS2095E05
HMS3712E05
(+)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide
HY-B1391
D-Panthenol, >=98.0% (NT)
Tox21_111563
LMFA08020198
s4695
AKOS015841507
AKOS015901947
Calcium D-Pantothenate USP/BP/EP/IP
Tox21_111563_1
CCG-213429
CS-8175
DB09357
NCGC00142622-01
NCGC00142622-04
AS-14732
D-Panthenol 10 microg/mL in Acetonitrile
Dexpanthenol, tested according to Ph.Eur.
SBI-0206936.P001
D-Panthenol, Vetec(TM) reagent grade, 98%
P0692
C05944
D00193
D70909
EN300-7414583
Q-201048
Q47495755
A6CF1A81-5B98-4C28-A379-EA28FA9DD210
(R)-3-(2,4-Dihydroxy-3,3-dimethylbutyramido)-1-propanol
2,4-Dihydroxy-N-(3-hydroxy-propyl)-3,3-dimethylbutanamide
Dexpanthenol, European Pharmacopoeia (EP) Reference Standard
(2R)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-butanamide
(R)-()-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide
(R)-(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide
(R)-2,4-dihydroxy-3,3-dimethyl-N-(3-hydroxypropyl)-butanamide
(R)-2,4-Dihydroxy-N-(3-hydroxy-propyl)-3,3-dimethyl-butyramide
D-(+)-2,4-Dihydroxy-3,3-dimethyl-N-(3-hydroxypropyl)butyramide
d-(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl butyramide
D-Panthenol, >=98% (perchloric acid titration), >=98% (TLC)
Dexpanthenol, United States Pharmacopeia (USP) Reference Standard
(D)-(+)-2, 4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide
D(+)-.ALPHA.,.GAMMA.-DIHYDROXY-N-(3-HYDROXYPROPYL)-.BETA.,.BETA.-DIMETHYLBUTYRAMIDE
Dexpanthenol, Pharmaceutical Secondary Standard; Certified Reference Material
