Pyridoxin
PYRIDOXINE HCL · PYRIDOXIN · Pyridoxine (Vitamin B6) · (5-hydroxy-6-Methylpyridine-3,4-diyl)diMethanol · PYRIDOXIN HYDROCHLORIDE · 5-HYDROXY-6-METHYL-3,4-PYRIDINEDIMETHANOL HYDROCHLORIDE · B6-HCL · PYRIDOXOL
Identifikatoren & physikalische Daten
| CAS No. | 65-23-6 |
|---|---|
| Summenformel | C8H11NO3 |
| Durchschnittliche Molmasse | 169,18 g/mol |
| Monoisotopische Masse | 169,07389321 g/mol |
| SMILES | Cc1ncc(CO)c(CO)c1O |
| InChIKey | LXNHXLLTXMVWPM-UHFFFAOYSA-N |
| PubChem CID | 1054 |
| ChEMBL | CHEMBL1364 |
| ChEBI | CHEBI:16709 |
| EC No. | 200-603-0 |
| DTXSID | DTXSID4023541 |
| Lokaler Name | Pyridoxin |
Chemische & physikalische Eigenschaften
| XLogP | -0,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 73,6 |
| H-Brücken-Donoren | 3 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 142 |
| Stoffklassen | Biological Agents -> Vitamins and Derivatives |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| Kosmetika | Hair conditioningAntistaticSkin conditioning |
| LogP (Verteilungskoeffizient) | -0.77 |
| Lebensmittelzusatzstoffe | Use unspecified -> FDA Substance added to food |
| Löslichkeit | 79 mg/mLH2O: 0.1 g/mL at 20 °C, clear, colorless |
| Human Drugs | Breast FeedingLactationMilk, HumanVitaminsFDA approved drugs -> Active ingredientVitamins and minerals |
| Schmelzpunkt | 159-162 °C159 - 162 °C214-215 °C(lit.) |
| Dampfdruck | 0.00000028 [mmHg] |
| Physical Description | Dry PowderWhite powder[Alfa Aesar MSDS]Solid |
| Ionization Efficiency | Positive3.282.7Agilent XCTElectrospray ionizationformic acid (5.3nM) |
| Collision Cross Section | 133.7 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: APCI+Dataset: TOXCASTSource Identifier: DTXSID1040792]134.4 Ų [M+H]+ [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]132.3 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]134.6 Ų [M+H]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]126.18 Ų [M+H-H2O]+ [CCS Type: TW135.69 Ų [M+H]+ [CCS Type: DTMethod: stepped-field] |
| Siedepunkt | 298.46°C (rough estimate) |
| Dichte | 1.2435 (rough estimate) |
| Brechungsindex | 1.5100 (estimate) |
| Lagerbedingungen | Inert atmosphere,2-8°C |
| pKa (Säurekonstante) | pKa 5.00(H2O t = 25.0 I = 0.15 (mixed)) (Uncertain) |
| Aggregatzustand | Solid |
| Farbe | White to Off-White |
| Geruch | Odorless |
| BCS Class | 1,3 |
| Stabilität | Stable. Incompatible with strong oxidizing agents. |
| Kosmetik-Inhaltsstoffe Funktionen | HAIR CONDITIONINGANTISTATICSKIN CONDITIONING |
| InChI | 1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3 |
| InChIKey | LXNHXLLTXMVWPM-UHFFFAOYSA-N |
| SMILES | Cc1ncc(CO)c(CO)c1O |
| LogP (Verteilungskoeffizient) | -0.770 |
| CAS Datenbank | 65-23-6(CAS DataBase Reference) |
| NIST chemische Informationen | 2-Methyl-3-hydroxy-4,5-dihydroxymethylpyridine(65-23-6) |
| EPA chemische Informationen | 3,4-Pyridinedimethanol, 5-hydroxy-6-methyl- (65-23-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 3.8% (2 of 52) of reports.WarningH315 (96.2%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 52 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 3,4-Pyridinedimethanol, 5-hydroxy-6-methyl-3,4-Pyridinedimethanol, 5-hydroxy-6-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 3,4-Pyridinedimethanol, 5-hydroxy-6-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 28-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25773Pyridoxine: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment |
| Gefahrenübersicht | Has been tested in humans to relieve nausea and vomiting during pregnancyChronic ingestion of gram quantities can cause ataxia and sensory neuropathyHas demonstrated testicular toxicity in rats[REPROTOX] An irritantMay have cumulative adverse effects[Alfa Aesar MSDS] See Pyridoxine hydrochloride. |
| Hazard Classes and Categories | Skin Irrit. 2 (96.2%) |
| Treatment | Administer charcoal as a slurry. (T273) |
| Expositionspfade | Oralparenteral (intramuscular). The B vitamins are readily absorbed from the gastrointestinal tract, except in malabsorption syndromes. Pyridoxine is absorbed mainly in the jejunum. |
| Toxizitätsübersicht | Vitamin B6 is the collective term for a group of three related compounds, pyridoxine (PN), pyridoxal (PL) and pyridoxamine (PM), and their phosphorylated derivatives, pyridoxine 5'-phosphate (PNP), pyridoxal 5'-phosphate (PLP) and pyridoxamine 5'-phosphate (PMP). Although all six of these compounds should technically be referred to as vitamin B6, the term vitamin B6 is commonly used interchangeably with just one of them, pyridoxine. Vitamin B6, principally in its biologically active coenzyme form pyridoxal 5'-phosphate, is involved in a wide range of biochemical reactions, including the metabolism of amino acids and glycogen, the synthesis of nucleic acids, hemogloblin, sphingomyelin and other sphingolipids, and the synthesis of the neurotransmitters serotonin, dopamine, norepinephrine and gamma-aminobutyric acid (GABA). |
| Signs and Symptoms | Toxic effects include convulsions, dyspnea, hypermotility, diarrhea, ataxia and muscle weakness. |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| Drug Induced Liver Injury | Drug-Induced Liver Injury Severity and Toxicity (DILIst)pyridoxineDILI NegativeIntravenousDOI:10.1016/j.drudis.2019.09.022 |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
| Toxicity Data | LD50: 4 gm/kg (oral, rat) |
| F | 8-10 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29362500 |
| RTECS-Nr. | UV1350000 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
History
The discovery of vitamin was tortuous and legendary. After fat-soluble A and water soluble B were discovered by the year of 1915, the discovery of vitamins entered into a rapid developed period. In separation process of riboflavin by Kuhn and his colleagues, they noticed the unusual relationship between growth-promoting activ ity and fluorescence of extracts. Then they supposed that the existence of no fluorescent substances were very necessary for growth-promoting activity of riboflavin. And they considered this phenomenon as the evidence of a second chem ical existence in the thermostable complex. At last, they named this substance as vitamin B6 .Vitamin B6 is widely distributed in foods, including meats, whole-grain products (especially wheat), vegetables, and nuts. In the cereal grains, vitamin B6 is concen trated primarily in the germ and aleuronic layer. Thus, the refining of grains in the production of flours, which removes much of these fractions, results in substantial reductions of vitamin B6 content. The chemical forms of vitamin B6 tend to vary among foods between plant and animal origin: plant tissues contain most pyridox ine (the free alcohol form, pyridoxol), whereas animal tissues contain most pyri doxal and pyridoxamine.
Verwenden
pyridoxine HCL is a skin-conditioning agent that is also widely used in hair products.