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Panthenol , DL-Form

DL-panthenol

HCID 4678
NotizenReaktionen
GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
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Grundinformationen

CAS
16485-10-2
Standard-SMILES
CC(C)(CO)C(O)C(=O)NCCCO
InChIKey
SNPLKNRPJHDVJA-UHFFFAOYSA-N
Summenformel
C9H19NO4
Durchschnittliche Molmasse
205,25 g/mol
Monoisotopische Masse
205,13140809

Überblick

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 (dexpanthenol) and the levorotatory form (levopanthenol). While pantothenic acid is optically active, only the dextrorotatory form ([DB09357]) is biologically active. 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, dexpanthanol 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, it acts as a topical protectant, moisturizer, and has demonstrated anti-inflammatory properties.

Namen und Bezeichner

Bevorzugter Name
DL-panthenol
IUPAC
2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide
Lokaler Name
Panthenol , DL-Form
Englischer Name
Panthenol
Summenformel
C9H19NO4
Molmasse
205.25

Namen und Synonyme

DL-Panthenolpanthenol16485-10-2DL-PantothenolDL-Pantothenyl alcoholPanthenolumPantenolPantenoloPanthenol, racemicRoota Re F Tonic2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramideDTXSID3044598
Weitere Namen anzeigen
PANTOTHENOLDL-PANTHENOL POWDERDL-Panthenol 99%d panthenol powderanthenol
Purple TonerWV9CM0O67ZNSC-759899DTXCID1024598ELF PermRoota Re V TonicMannitol, PanthenolAAPE Hair Ampoule

Datenbank-Bezeichner

CAS
16485-10-2、81-13-0
PubChem CID
4678
DTXSID
DTXSID3044598
ChEMBL
CHEMBL1371937
UNII
WV9CM0O67Z
EC Number
240-540-6
Nikkaji
J321.113D

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,9
Polarare Oberfläche (TPSA)
89,8 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
6
Schwere Atome
14
Formalladung
0
Komplexität
182

Experimentelle und physikochemische Eigenschaften

Drugs · 2 Einträge

Pharmaceutical

Pharmaceuticals

Cosmetics · 2 Einträge

Cosmetic ingredients (Panthenol) -> CIR (Cosmetic Ingredient Review)

Antistatic; Hair conditioning; Skin conditioning

FragrancesFragrance Ingredient (Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-) -> IFRA transparency List
Solubility>30.8 [ug/mL] (The mean of the results at pH 7.4)
Collision Cross Section150.7 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID3044598]

Physikochemische Eigenschaften

Schmelzpunkt
66 · 66-69 °C (lit.)
Siedepunkt
118 · 118-120 °C(Press: 0.02 Torr)
Dichte
1.166 · 1.166±0.06 g/cm3(Predicted)
Dampfdruck
0.004 Pa · 0.004Pa at 25℃

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 3 Einträge

This chemical does not meet GHS hazard criteria for 100% (356 of 356) of all reports.

Not Classified

Aggregated GHS information provided per 356 reports by companies from 1 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (.+-.)-

REACH registered substance: Panthenol , DL-form (EC: 240-540-6)

Panthenol: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

EPA Safer ChemicalChemical: DL-Panthenol
Hazard Classes and CategoriesNot Classified

Toxikologische Informationen

Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

Sicherheitsdaten

F
3
wgk
3
tsca
TSCA listed
hs_code
29362400
RTECS-Nr.
ES4316500
risk_code
36/37/38-48-41-37/38-20/21/22

Chemie und Industrie

Pharmakologische Informationen

Pharmacodynamics · 1 Eintrag

Pantothenic acid is a precursor of coenzyme A, which serves as a cofactor for a variety of enzyme-catalyzed reactions involving transfer of acetyl groups. The final step in the synthesis of acetylcholine consists of the choline acetylase transfer of acetyl group from acetylcoenzyme A to choline. Acetylcholine is the neurohumoral transmitter in the parasympathetic system and as such maintains the normal functions of the intestine. Decrease in acetylcholine content would result in decreased peristalsis and in extreme cases adynamic ileus.

Mechanism of Action · 1 Eintrag

Panthenol is an alcohol derivative of pantothenic acid, a component of the B complex vitamins and an essential component of a normally functioning epithelium. 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. Dermatological effects of the topical use of dexpanthenol include increased fibroblast proliferation and accelerated re-epithelialization in wound healing. Furthermore, it acts as a topical protectant, moisturizer, and has demonstrated anti-inflammatory properties.

Verwendung und Herstellung

UsesCIR ingredient: Panthenol
Household Products · 2 Einträge

Information on 893 consumer products that contain Panthenol in the following categories is provided:

Information on 9 consumer products that contain Panthenol, DL-form in the following categories is provided:

Use Classification · 4 Einträge

EPA Safer Chemical Functional Use Classes -> Skin Conditioning Agents

Safer Chemical Classes -> Green half-circle - The chemical is expected to be of low concern

Fragrance Ingredients

Cosmetics -> Antistatic; Hair conditioning; Skin conditioning

Zugehörige Reaktionen

1
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 846407
HRID 846407als Eduktuspto-grants-1992_08

Notizen zur Verbindung

Wird geladen…

Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
storage temp.
Inert atmosphere,Room Temperature
Löslichkeit
Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly)
pka
13.03 · 13.03±0.20(Predicted)
Aggregatzustand
Solid
Farbe
White to Off-White
Wasserlöslichkeit
Soluble in water, ethanol, ether, chloroform, and propylene glycol.
Merck
14 · 14,2947
BRN
1724945 · 1724945
Kosmetik-Inhaltsstoffe Funktionen
HAIR CONDITIONINGANTISTATICSKIN CONDITIONING
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)
InChIKey
SNPLKNRPJHDVJA-UHFFFAOYSA-N
SMILES
CC(C)(CO)C(O)C(=O)NCCCO
LogP
-1.02 at · -1.02 at 22℃
CAS Datenbank
16485 · 16485-10-2(CAS DataBase Reference)
EPA chemische Informationen
2 · Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl- (16485-10-2)
Toxizität
mouse,LD50,intraperitoneal,10100mg/kg (10100mg/kg),Farmaco, Edizione Scientifica. Vol. 14, Pg. 43, 1959.
hazard_code
Xn
safety_code
26-37-45-36/37/39-22
Speicherklasse
11 - Combustible Solids
General Manufacturing InformationButanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-: ACTIVE
Anwendungen · 1 Eintrag

Verwendenpanthenol (pro-vitamin B5) acts as a penetrating moisturizer. Panthenol appears to stimulate cellular proliferation and aid in tissue repair. Studies indicate that when topically applied, panthenol penetrates the skin and gets converted into pantothenic acid, a B complex vitamin. Such action could possibly influence the skin’s natural resources of pantothenic acid. It imparts a nonirritant, non-sensitizing, moisturizing, and conditioning feel and promotes normal keratinization and wound-healing. Panthenol protects the skin against sunburn, provides relief for existing sunburn, and enhances the natural tanning process. Panthenol’s humectant character enables it to hold water in the product or attract water from the environment, resulting in a moisturizing effect. It enhances skin suppleness, and claims are that it also acts as an anti-inflammatory agent. It is considered a non-comedogenic raw material.

Anbieter100 Anbieter

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