D-パントテン酸(79-83-4)

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D-パントテン酸 製品概要
化学名:D-パントテン酸
英語化学名:D-PANTOTHENIC ACID
别名:vitaminb5,pantothenicacid,pantothenate;D-PANTOTHENIC ACID;D-VITAMIN B(5);D.CALCIUM PANTOTHENATE USP/IP;.beta.-Alanine, N-(2R)-2,4-dihydroxy-3,3-dimethyl-1-oxobutyl-;3-[[(2R)-2,4-dihydroxy-3,3-dimethyl-butanoyl]amino]propanoic acid;D-Pantothenic acid(Vitamin B5);Pantothenic acid, D- (8CI)
CAS番号:79-83-4
分子式:C9H17NO5
分子量:219.24
EINECS:201-229-0
カテゴリ情報:FEED ADDITIVES;Aliphatics;Chiral Reagents;Intermediates & Fine Chemicals;Isotope Labelled Compounds;Pharmaceuticals;Inhibitors;79-83-4
Mol File:79-83-4.mol
D-パントテン酸
D-パントテン酸 物理性質
融点 178-179℃
比旋光度 D25 +37.5°
沸点 360.05°C (rough estimate)
比重(密度) 1.266
屈折率 1.4315 (estimate)
貯蔵温度 Sealed in dry,Room Temperature
溶解性DMSO (Slightly), Methanol (Slightly), Water (Slightly)
外見 Oil to Gel
酸解離定数(Pka)4.30±0.10(Predicted)
Colourless
安定性:Hygroscopic
InChIInChI=1/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13)/t7-/s3
InChIKeyGHOKWGTUZJEAQD-KPOCXSGKNA-N
SMILES[C@H](O)(C(=O)NCCC(=O)O)C(C)(C)CO |&1:0,r|
LogP-0.856 (est)
EPAの化学物質情報D-Pantothenic acid (79-83-4)
安全性情報
有毒物質データの79-83-4(Hazardous Substances Data)
毒性LD50 intraperitoneal in mouse: 1443mg/kg
MSDS Information
D-パントテン酸 Usage And Synthesis
定義本品は、次の化学式で表される有機酸である。
解説

D-パントテン酸,ビタミンB複合体のなかの一つ.R.J. Williams(1933年)が,米ぬかから酵母の増殖因子として単離し,動物,植物組織に広く分布していることからpantothenic acidと命名した.のちに,パントテン酸は乳酸菌の増殖因子,ニワトリの皮膚炎予防因子,さらにシロネズミの発育因子であることなどが判明した.

D-パントテン酸,"油状.[α]20D+37.5°(水).水,アルコール類,ジオキサン,氷酢酸に可溶,ベンゼン,クロロホルムに難溶.塩類は結晶し,カルシウム塩は分解点195~196 ℃.酸,アルカリおよび熱に不安定である.
森北出版「化学辞典(第2版)

化粧品の成分用途ヘアコンディショニング剤
効能パントテン酸補充薬
製造パントテン酸,D(-)-パントラクトンとβ-アラニンを縮合させて製造される.
物理的性質Pantothenic acid is composed of β-alanine joined to 2,4-dihydroxy-3,3- dimethylbutyric acid via an amide linkage. The molecule has an asymmetric center, and only the R-enantiomer, usually called D-(+)pantothenic acid, is biologically active and occurs naturally. Appearance: pantothenic acid is a yellow, viscous oil. Its calcium and other salts, however, are colorless crystalline substances; calcium pantothenate is the main product of commerce. Solubility: neither form is soluble in organic solvents, but each is soluble in water and ethanol. Stability: aqueous solu tions of pantothenic acid are unstable when heated under acidic or alkaline conditions
OriginatorPanto-250 , Bio-Tech Pharmacal
使用Pantothenic Acid is a member of the B complex vitamins; essential vitamin for the biosynthesis of coenzyme A in mammalian cells. Occurs ubiquitously in all animal and plant tissue. The richest common source is liver, but jelly of the queen bee contains 6 times as much as liver. Rice bran and molasses are other good sources.
使用Vitamin B5 is water-soluble. It is required for proper growth and maintenance of the body and is involved in body processes such as energy release from carbohydrates and metabolism of fatty acids. It is relatively stable through storage and is found in liver, eggs, and meat.
使用Labelled Pantothenic Acid
定義ChEBI: (R)-pantothenic acid is a pantothenic acid having R-configuration. It has a role as an antidote to curare poisoning, a human blood serum metabolite and a geroprotector. It is a vitamin B5 and a pantothenic acid. It is a conjugate acid of a (R)-pantothenate.
Manufacturing ProcessIsobutylaldehyde reacted with formaldehyde in the presence potassium chromate as a result 2,2-dimethyl-3-hydroxy-propanal was obtained.
The 2,2-dimethyl-3-hydroxy-propanal was treated by sodium cyanide so 2,4dihydroxy-3,3-dimethyl-butironitrile was prepared.
The 2,4-dihydroxy-3,3-dimethyl-butironitrile was treated hydrochloric acid and D,L-3-hydroxy-4,4-dimethyl-dihydro-furan-2-one (D,L-pantolacton) was obtained. The racemic mixture of D- and L-pantolactons was a division of Dand L- isomers by the adding of α-phenylethylamine. So D-pantolacton was isolated.
Acrylic acid contacted with NH3and β-alanine was obtained.
D-Pantalacton reacted with β-alanine as a result 3-(2,4-dihydroxy-3,3dimethyl-butyrylamino)-propanoic acid was produced
brand nameCalpan (BASF); Pantholin (Lilly).
Therapeutic FunctionVitamin
安全性プロファイルModerately toxic by subcutaneous and intraperitoneal routes. When heated to decomposition it emits toxic vapors of NOx.
Tags:79-83-4