pyridine-3-carboxamide

• ChemBase编号: 2425
• 分子式: C6H6N2O
• 平均质量: 122.12464
• 单一同位素质量: 122.04801282
• SMILES: NC(=O)c1cccnc1
• Canonical SMILES: NC(=O)c1cccnc1
• InChI: InChI=1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)
• InChIKey: DFPAKSUCGFBDDF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: pyridine-3-carboxamide
• IUPAC传统名: nicotinamide
• 别名: 尼克酰胺; 抗坏血酸烟酰胺; 吡啶-3-甲酰胺; 尼克酰胺; 烟碱酰胺; 烟酰胺; 维生素 B3; 维生素 PP; 烟酰胺; Niacinamide; Nicotinic acid amide; Nicotinamide; Pyridine-3-carboxylic acid amide; NIACINAMIDE; Nicotinamide; 3-(Aminocarbonyl)pyridine; 3-Amidopyridine; 3-Carbamoylpyridine; 3-Pyridinecarboxylic Acid Amide; Aminicotin; Benicot; Delonin Amide; Dipegyl; NAM; NSC 13128; NSC 27452; Niavit PP; Nicamina; Nicamindon; Nicasir; Nicobion; Nicofort; Nicosan 2; Nicosylamide; Nicotilamide; Nicotine acid amide; Nicotinic Amide; Nicotylamide; Nicovit; Nicovitina; Nictoamide; Niocinamide; Vitamin B; Pyridine-3-carboxamide; Nicotinamide; Vitamin B3; Nicotinamidum; Niacinamide; 3-pyridinecarboxamide; niacinamide; Vitamin PP

登记号

• CAS号: 98-92-0
• EC号: 202-713-4
• MDL号: MFCD00006395
• Beilstein号: 383619
• 默克索引号: 146523
• PubChem SID: 24897434; 24897638; 24886393; 24886391; 24897740; 46507386; 160965876
• PubChem CID: 936
• CHEBI ID: 17154
• ATC码: A11HA01
• CHEMBL: 1140
• Chemspider ID: 911
• DrugBank ID: DB02701
• KEGG ID: D00036
• 美国药典/FDA物质标识码: 25X51I8RD4
• 维基百科标题: Nicotinamide

理论计算性质

JChem

• Acid pKa: 13.385762
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): -0.3990587
• LogD (pH = 7.4): -0.3938528
• Log P: -0.3937863
• 摩尔折射率: 32.9795 cm^3
• 极化性: 12.277602 Å^3
• 极化表面积: 55.98 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -0.45
• LOG S: -0.39
• 溶解度: 5.01e+01 g/l

分子性质

理化性质

• 溶解度: 500 mg/mL at 25 oC [MERCK INDEX (1996)]; DMSO; Methanol
• 外观: white powder; White Solid
• 熔点: 120-124°C; 124 - 131 °C with sublimation; 128 - 130°C; 128-131 °C; 128-131 °C(lit.); 128-132°C
• 闪点: 150 °C; 182 °C (no method stated); 182°C(360°F); 302 °F
• 密度: 1.4 (water = 1); 1.40
• 疏水性(logP): -0.206; -0.37 [HANSCH,C ET AL. (1995)]

安全信息

• 保存条件: -20°C; Refrigerator; Room Temperature (15-30°C)
• RTECS编号: QS3675000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 1
• 危险公开号: 36; 36/37/38
• 安全公开号: 26; 26-36
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335; H319
• GHS警示性声明: P261-P305 + P351 + P338; P280-P264-P305+P351+P338-P337+P313
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 相关基因信息: human ... PARP1(142), SIRT2(22933)

产品相关信息

• 纯度: ≥98% (TLC); ≥98.5% (HPLC); ≥99%; ≥99.5% (HPLC); 95%; 95+%; 98-100%; 99%
• 级别: Ph Eur; purum
• 成盐信息: Free Base
• 适用性: meets USP testing specifications; suitable for cell culture; suitable for insect cell culture
• 燃烧残渣: ≤0.2%
• 痕量阳离子: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• 痕量阴离子: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤50 mg/kg
• 干燥失重: ≤0.2% loss on drying, 20 °C (HV)
• 药典: testing & handling conforms to Pharmacopeia
• Pharmacopeia Traceability: traceable to BP 460; traceable to PhEur N0600000; traceable to USP 1462006
• Empirical Formula (Hill Notation): C6H6N2O
• 分类: Derivatives & analogs of Natural Compounds

详细说明

MP Biomedicals - 05216289

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02102447

Purity: 98-100%

DrugBank - DB02701

• Drug Groups: experimental
• Description: An important compound functioning as a component of the coenzyme NAD. Its primary significance is in the prevention and/or cure of blacktongue and pellagra. Most animals cannot manufacture this compound in amounts sufficient to prevent nutritional deficiency and it therefore must be supplemented through dietary intake. [PubChem]
• External Links: Wikipedia; Drugs.com

Selleck Chemicals - S1899

Research Area: Neurological Disease
Biological Activity:
Nicotinamide(Niacinamide) is a water-soluble vitamin and is part of the vitamin B group. Nicotinic acid, also known as niacin, is converted to nicotinamide in vivo, and, though the two are identical in their vitamin functions, nicotinamide does not have the same pharmacologic and toxic effects of niacin, which occur incidental to niacin’s conversion. [1]

Sigma Aldrich - N0636

Biochem/physiol Actions
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

Sigma Aldrich - 240206

包装
50 g in glass bottle
Biochem/physiol Actions
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

Sigma Aldrich - N5535

Biochem/physiol Actions
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

Sigma Aldrich - 72345

Biochem/physiol Actions
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

Sigma Aldrich - N3376

Application
Used as a cofactor for certain enzymes
包装
1 kg in poly bottle
100, 500 g in poly bottle
Biochem/physiol Actions
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

Sigma Aldrich - 05296

Biochem/physiol Actions
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

Sigma Aldrich - 72340

Other Notes
Coenzymes and Cofactors, vol. 2: Pyridine Nucleotide Coenzymes1,2
Biochem/physiol Actions
Nicotinamide (Niacinamide) (Nam) is a building block (active component) of coenzymes nicotinamide adenine dinucleotide (NAD) and nicotinamide adenine dinucleotide phopshate (NADP). Nicotinamide may be used as a substrate of nicotinamide phosphoribosyltransferase (NAMPT, EC 2.4.2.12), the rate-limiting enzyme for NAD(+) biosynthesis and an important signaling molecule.
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

Sigma Aldrich - 72347

Biochem/physiol Actions
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

Toronto Research Chemicals - N407750

A water-soluble vitamin B, incorporated within nicotinamide cofactors such as NADH and NADPH.

参考文献

• http://en.wikipedia.org/wiki/Nicotinamide
• Sharma, M., et al.: J. Chem. Pharm. Res., 2, 416 (2010)
• Al-Nadaf, A., et al.: Bioorg. Medi. Chem., 18, 3088 (2010)