ニコチンアミド
ニコチンアミド · ニコチン酸アミド · ペロニンアミド · ベニコート · 3-ピリジンカルボアミド · ニオジミン · アミニコチン · ピリジン-3-カルボアミド
識別子と物理属性
| CAS No. | 11032-50-1 |
|---|---|
| 分子式 | C6H6N2O |
| 平均分子量 | 122.12 g/mol |
| 単同位体質量 | 122.04801281 g/mol |
| SMILES | NC(=O)c1cccnc1 |
| InChIKey | DFPAKSUCGFBDDF-UHFFFAOYSA-N |
| PubChem CID | 936 |
| ChEMBL | CHEMBL1140 |
| ChEBI | CHEBI:17154 |
| EC No. | 202-713-4 |
| DTXSID | DTXSID2020929 |
| 現地名 | ニコチンアミド |
化学・物理的性質
| XLogP | -0.4 |
|---|---|
| 極性表面積 | 56 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 1 |
| 重原子数 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 114 |
| 物質分類 | Biological Agents -> Vitamins and Derivatives |
| 医薬品 | PharmaceuticalsPharmaceuticals -> Listed in ZINC15Pharmaceuticals -> Metabolite of Nikethamide |
| 化粧品 | Cosmetic ingredients (Niacinamide) -> CIR (Cosmetic Ingredient Review)SmoothingPersonal care product -> emollient -> amide |
| pH | 10% "wt in vol" solution in water is neutral to litmus6.0-7.5 (50g/l, H2O, 20℃) |
| SpringerMaterials Properties | Schoenflies notation |
| LogP（分配係数） | log Kow = -0.37-0.38-0.34 |
| 臭い | Odorless無臭 |
| 味 | Bitter taste |
| 食品添加物 | FLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT, NUTRIENT SUPPLEMENT -> FDA Substance added to food |
| 密度 | 1.4 (NTP, 1992) - Denser than waterwill sink1.400 g/cu cm at 25 °CSpecific heat = solid, 55 °C: 1.30 kJ/kgheat of solution in water: -148 kJ/kgheat of fusion: 381 kJ/kgdensity of melt, at 150 °C: 1.19 g/cu cm1.4 g/cm³1.4 @25 °C |
| Color/Form | White, powder, needles from benzeneColorless crystalline solidWhite, crystalline powderColorless needles |
| 溶解度 | greater than or equal to 100 mg/mL at 70 °F (NTP, 1992)In water, 5X10+5 mg/L at 25 °CVery soluble in water1 g is soluble in 1 mL water1 g dissolves in about 1 mL water, in 10 mL glycerol, in about 1.5 mL alcoholSoluble in butanol, chloroform691g/リットル1000g/L（20℃） |
| 融点 | 128-131 °C(lit.) |
| 沸点 | 150-160 °C |
| 蒸気密度 | 4.22 (vs air) |
| 蒸気圧 | 0Pa at 25℃ |
| 屈折率 | 1.4660 (estimate) |
| 引火点 | 182 °C |
| 貯蔵条件 | 2-8°C |
| pKa（酸解離定数） | 3.3(at 20℃) |
| 外観・状態 | 粉 |
| 色 | 白い |
| 由来生物 | synthetic (organic) |
| Decomposition | >=200 °C |
| Merck | 14,6523 |
| BRN | 383619 |
| ヘンリー定数 | 3.4×106 mol/(m3Pa) at 25℃, HSDB (2015) |
| BCS Class | 1 |
| 安定性 | 安定。強力な酸化剤とは相容れない。 |
| 主な用途 | 細胞分析 |
| 化粧品成分の機能 | 平滑化剤 |
| InChI | 1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9) |
| InChIKey | DFPAKSUCGFBDDF-UHFFFAOYSA-N |
| SMILES | NC(=O)c1cccnc1 |
| LogP（分配係数） | -0.38 at 21℃ |
| CAS データベース | 98-92-0(CAS DataBase Reference) |
| NISTの化学物質情報 | Niacinamide(98-92-0) |
| EPAの化学物質情報 | Nicotinamide (98-92-0) |
化学的特性
Niacinamide (Nicotinamide) is a white crystalline powder or forms colorless needle-like crystals.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 0.3% (3 of 1154) of reports.WarningH315 (28.6%): 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 1154 reports by companies from 25 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: 3-Pyridinecarboxamide3-Pyridinecarboxamide is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 3-Pyridinecarboxamide 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: 25-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14571Nicotinamide: Does not have an individual approval but may be used under an appropriate group standard |
| その他の安全情報 | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to human health |
| 火災危険 | Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air. |
| 火災の可能性 | This chemical is a noncombustible solid. |
| 有害性の概要 | See Nicotinic acid. |
| FDA 要件 | Nicotinamide-ascorbic acid complex may be safely used in accordance with the following prescribed conditions: (a) The additive is the product of the controlled reaction between ascorbic acid and nicotinamide, melting in the range 141 °C to 145 °C. (b) It is used as a source of ascorbic acid and nicotinamide in multivitamin preparations. /Nicotinamide-Ascorbic Acid Complex/Substance added directly to human food affirmed as generally recognized as safe (GRAS).Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses ... . However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: niacinamide is included in orally administered menstrual drug products and weight control drug products. |
用途
解説
ニコチン酸アミド．3-pyridinecarboxamide．C6H6N2O(122.12)．ニコチンアミドは，ナイアシンアミドともいう．ビタミンB複合体の一つで，ヒトの抗ペラグラ因子．ナイアシナミド，ナイアシンアミドということもある．ビタミンB群の一つであるナイアシンの活性を示す化合物の一つ．抗ペラグラ因子，ビタミンPPなどとよばれた．NAD，NADP合成の材料．動物，植物界にニコチン酸とともに広く分布しているが，ニコチン酸エステルの高圧，加熱アンモニア処理で得られる．白色の結晶．融点128～131 ℃．λmax 261 nm(ε 4.7，0.1 mol L－1 塩酸)．水，エタノール，グリセリンに易溶，ほかの有機溶媒に不溶．ニコチン酸アミドは二つの補酵素，NADおよびNADPの構成成分であり，生体中の酸化還元反応に関与している．森北出版「化学辞典（第2版）
用途
薬理・医薬品研究用
説明
A white, crystalline powder. It is odorless or nearly so, and has a bitter taste. Its solutions are neutral to litmus. One g dissolves in about 1 mL of water, in about 1.5 mL of alcohol, and in about 10 mL of glycerin.
使用
Niacinamide is a nutrient and dietary supplement that is an available form of niacin. Nicotinic acid is pyridine beta-carboxylic acid and nicotinamide, which is another term for niacinamide, is the corresponding amide. It is a powder of good water solubility, having a solubility of 1 g in 1 ml of water. Unlike niacin, it has a bitter taste; the taste is masked in the encapsulated form. Used in fortification of cereals, snack foods, and powdered beverages. niacinamide is used as a skin stimulant and skin smoother. Niacinamide USP is used as food additive, for multivitamin preparations and as intermediate for pharmaceuticals and cosmetics.
一般的な説明
Vitamin B3 was formerly called nicotinic acid; however, the term niacin is now preferred to avoid any confusion with the alkaloid, nicotine. Niacinamide, also known as nicotinamide, refers to the amide derivative of niacin that is equivalent in vitamin activity. Some texts use niacin to refer to nicotinic acid, niacinamide, and any derivatives with vitamin activity comparable to niacin. Furthermore, research and chemistry-based resources use the terms nicotinic acid and nicotinamide; whereas pharmacy resources use niacin and niacinamide.
製法・合成法
純化方法
Crystallise niacin from *benzene. It has solubility in g/ml: H2O (1), EtOH (0.7) and glycerol (0.1). [Methods in Enzymology 66 23 1980, UV: Armarego Physical Methods in Heterocyclic Chemistry (Ed Katritzky, Academic Press) Vol III 83 1971, Beilstein 22 III/IV 389, 22/2 V 80.]