니코틴산
니코틴산 · 3-카르복시피리딘 · 3-피리딘카르복실산 · 3-카르복실피리딘 · 3-피리딜카르복실산(3-PYRIDYLCARBOXYLICACID · 3-피리딜카르복실산(3-PYRIDYLCARBOXYLICACID니아신 · 니아신 · 나이아신

식별자 및 물리적 특성
| CAS No. | 59-67-6 |
|---|---|
| 분자식 | C6H5NO2 |
| 평균 분자량 | 123.11 g/mol |
| 단동위원소 질량 | 123.0320284 g/mol |
| SMILES | O=C(O)c1cccnc1 |
| InChIKey | PVNIIMVLHYAWGP-UHFFFAOYSA-N |
| PubChem CID | 938 |
| ChEMBL | CHEMBL573 |
| ChEBI | CHEBI:15940 |
| EC No. | 200-441-0 |
| DTXSID | DTXSID1020932 |
| 현지명 | 니코틴산 |
화학 및 물리적 성질
| XLogP | 0.4 |
|---|---|
| 극성 표면적 | 50.2 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 9 |
| 형식 전하 | 0 |
| 복잡도 | 114 |
| pH | pH = 2.7 (saturated aq soln)2.7 (18g/l, H2O, 20℃) |
| LogP(분배 계수) | 0.147log Kow = 0.36-2.43 |
| LogS | -0.84 |
| 냄새 | Odorless무취 ~ 가벼운 냄새, 신맛 |
| 맛 | Sour taste |
| 밀도 | 1.473 (NTP, 1992) - Denser than waterwill sink1.473 g/cu cm at 25 °C1.5 g/cm³ |
| Color/Form | Needles from alcohol or waterColorless needles |
| 용해도 | 10 to 50 mg/mL at 63 °F (NTP, 1992)18000In water, 1.8X10+4 mg/L at 20 °CSlightly soluble in waterSlightly soluble in ethanol, ethyl etherSoluble in alcohol, insoluble in most lipid solvents18g/L |
| 인화점 | 193 °C (379 °F) - closed cup193 °C c.c.193°C |
| 끓는 점 | Sublimes (NTP, 1992)292.4260C |
| Decomposition | Hazardous decomposition products formed under fire conditions - Carbon oxides, nitrogen oxides (NOx).When heated to decomposition it emits toxic fumes of /nitrogen oxides/. |
| 녹는점 | 457 °F (NTP, 1992)236-239237 °CMol wt: 139.11. NeedlesMP: 254-255 °C. Slightly soluble in cold water, more soluble in hot water, hot glacial acetic acid, hot methanol, less soluble in ethanol. Insoluble in light petroleum, benzene, chloroform. UV max (0.1N H2SO4): 220, 260 nm (epsilon 22400, 10200) /Nicotinic acid, 1-oxide/236.6 °C236-239 °C(lit.) |
| 굴절률 | 1.5423 (estimate) |
| 저장 조건 | 2-8°C |
| pKa(산도 계수) | 4.85(at 25℃) |
| 물리적 상태 | 가루 |
| 색상 | 흰색에서 황백색까지 |
| 생물학적 소스 | synthetic (organic) |
| 용해도 | 17 ºC에서 1~5g/100mL |
| Merck | 14,6525 |
| BRN | 109591 |
| 헨리 상수 | 2.5×104 mol/(m3Pa) at 25℃, Abraham and Jr. (2019) |
| BCS Class | 3 |
| 안정성 | 안정적인. 강한 산화제와 호환되지 않습니다. 빛에 민감할 수 있습니다. |
| 주요 응용 | 농업 |
| 화장품 원료 기능 | 피부결을 정돈하다대전방지제 |
| InChI | 1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9) |
| InChIKey | PVNIIMVLHYAWGP-UHFFFAOYSA-N |
| SMILES | OC(=O)c1cccnc1 |
| LogP(분배 계수) | 0.360 |
| NIST | Niacin(59-67-6) |
| EPA | Nicotinic acid (59-67-6) |
화학적 성질
NIACIN is sometimes referred to as nicotinic acid or nicotinamide and earlier called the P-P factor, antipellagra factor, antiblacktongue factor, and vitamin B4, niacin is available in several forms (niacin, niacinamide, niacinamide ascorbate, etc.) for use as a nutrient and dietary supplement. Niacin is frequently identified with the B complex vitamin grouping. Early in the research on niacin, a nutritional niacin deficiency was identified as the cause of pellagra in humans, blacktongue in dogs, and certain forms of dermatosis in humans. Niacin deficiency is also associated with perosis in chickens as well as poor feathering of the birds.
안전 및 규제
| GHS 분류 | WarningH319 (99.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)Aggregated GHS information provided per 554 reports by companies from 12 notifications to the ECHA C&L Inventory.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 규제 정보 | Chemical: 3-Pyridinecarboxylic acid3-Pyridinecarboxylic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 3-Pyridinecarboxylic acid 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: 25-07-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/10726Status: Active Update: 17-07-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/20155Niacin: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to human healthEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment |
| 화재 위험 | Flash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air. |
| 건강 유해성 | SYMPTOMS: Symptoms of exposure to this compound include impaired liver function, dryness of the skin, anorexia, nausea, vomiting, diarrhea, activation of peptic ulcers, hepatic disease, hyperuricemia and circulatory collapse (after rapid intravenous injection). It may cause temporary flushing and a feeling of warmth, temporary headache, itching, tingling, skin rash and allergies. It may also cause burning of the skin, face and upper trunk and elevation of serum bilirubin. Other symptoms include mild irritation of upper respiratory tract and gastrointestinal disturbances. It may cause dyspepsia, hyperpigmentation, decrease in excretion of bromosulfophthalein, increase of plasma transaminase activities, incidence of acute gouty arthritis, acanthosis nigricans, hyperglycemia, increased vasodilation and cystoid edema of the macula. It may also cause furunculosis and other skin lesions, hypotension, abdominal cramps, mild diabetes and urticaria. Other symptoms include pruritus, toxic amblyopia, jaundice and decreased glucose tolerance. |
용도
개요
Niacin is an additive to food on the basis of its nutrient supplement qualities as a vitamin (as an enzyme co-factor). This water-soluble vitamin of the B complex occurs in various animal and plant tissues. It is required by the body for the formation of coenzymes NAD and NADP. A deficiency of niacin results in the disease, pellagra.
역사
Huber first synthesized nicotinic acid in 1867. In 1914, Funk isolated nicotinic acid from rice polishings. Goldberger, in 1915, demonstrated that pellagra is a nutritional deficiency. In 1917, Chittenden and Underhill demonstrated that canine blacktongue is similar to pellagra. In 1935, Warburg and Christian showed that niacinamide is essential in hydrogen transport as diphosphopyridine nucleotide (DPN). In the following year, Euler et al. isolated DPN and determined its structure. In 1937, Elvhehjem et al. cured blacktongue by administration of niacinamide derived from liver. In the same year, Fouts et al. cured pellagra with niacinamide. In 1947, Handley and Bond established conversion of tryptophan to niacin by animal tissues.
용도
Nicotinic acid is also known as niacin and vitamin B3. It is a water-soluble conditioning agent that improves rough, dry, or flaky skin, helping smooth the skin and improve its suppleness. niacin enhances the appearance and feel of hair, by increasing body, suppleness, or sheen, or by improving the texture of hair that has been damaged physically or by chemical treatment. When used in the formulation of skin care products, niacinamide and niacin enhance the appearance of dry or damaged skin by reducing flaking and restoring suppleness.
일반 설명
Nicotinic acid, 3-pyridinecarboxylicacid (Niacin), is effective in the treatment of all types ofhyperlipoproteinemia except type I, at doses above thosegiven as a vitamin supplement. The drug reduces VLDLsynthesis and, subsequently, its plasma products, IDL andLDL. Plasma triglyceride levels are reduced because of thedecreased VLDL production. Cholesterol levels are lowered,in turn, because of the decreased rate of LDL formationfrom VLDL. Although niacin is the drug of choicefor type II hyperlipoproteinemias, its use is limited becauseof the vasodilating side effects. Flushing occurs inpractically all patients but generally subsides when thedrug is discontinued.The hypolipidemic effects of niacin may be caused byits ability to inhibit lipolysis (i.e., prevent the release ofFFAs and glycerol from fatty tissues). Therefore, there is areduced reserve of FFA in the liver and diminution oflipoprotein biosynthesis, which reduces the production ofVLDL. The decreased formation of lipoproteins leads to apool of unused cholesterol normally incorporated inVLDL. This excess cholesterol is then excreted throughthe biliary tract.