이소니코틴산
아이소나이코타이산 · 이소니코틴산 · INA · PYRIDINE-4-CARBOXYLIC ACID · 4-PICOLINIC ACID · 4-PYRIDINECARBOXYLIC ACID · PYRIDINE-3-CARBOXYLIC ACID · Isonicotinic
식별자 및 물리적 특성
| CAS No. | 163751-04-0 |
|---|---|
| 분자식 | C6H5NO2 |
| 평균 분자량 | 123.11 g/mol |
| 단동위원소 질량 | 123.0320284 g/mol |
| SMILES | O=C(O)c1ccncc1 |
| InChIKey | TWBYWOBDOCUKOW-UHFFFAOYSA-N |
| PubChem CID | 5922 |
| ChEMBL | CHEMBL1203 |
| ChEBI | CHEBI:6032 |
| EC No. | 200-228-2 |
| DTXSID | DTXSID8020757 |
| 현지명 | 이소니코틴산 |
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 | 108 |
| 물질 분류 | Nitrogen Compounds -> Pyridines |
| SpringerMaterials Properties | Chemical shift |
| LogP(분배 계수) | -0.57 |
| 증기압 | 0.00789 [mmHg] |
| Physical Description | Solid[Merck Index] Beige powder[Sigma-Aldrich MSDS] |
| Dissociation Constants | 1.77 |
| 녹는점 | ≥300 °C (lit.) |
| 끓는 점 | 260 °C (15 mmHg) |
| 밀도 | 1,47g/cm |
| 굴절률 | 1.5423 (estimate) |
| 인화점 | 260°C/15mm |
| 저장 조건 | no restrictions. |
| 용해도 | 6g/L |
| pKa(산도 계수) | 4.96(at 25℃) |
| 물리적 상태 | 가루 |
| 색상 | 노란색에서 황갈색까지 |
| pH | 3-4 (6g/l, H2O, 20℃)(saturated solution) |
| 생물학적 소스 | rabbit |
| 용해도 | 5.2g/L(20℃) |
| Merck | 14,5187 |
| BRN | 109599 |
| 헨리 상수 | 1.6×104 mol/(m3Pa) at 25℃, Abraham and Jr. (2019) |
| 화장품 원료 기능 | 피부 컨디셔닝 - 기타 |
| InChI | 1S/C6H5NO2/c8-6(9)5-1-3-7-4-2-5/h1-4H,(H,8,9) |
| InChIKey | TWBYWOBDOCUKOW-UHFFFAOYSA-N |
| SMILES | OC(=O)c1ccncc1 |
| NIST | Isonicotinic acid(55-22-1) |
| EPA | Isonicotinic acid (55-22-1) |
화학적 성질
isonicotinic acid is also known as pyridine-4-carboxylic acid. white to light yellow crystal powder or white needle crystals. odorless, sublimable. molecular weight 123.11. melting point 319°C . slightly soluble in cold water, soluble in hot water, insoluble in alcohol, benzene and ether. isonicotinic acid is an amphoteric compound that is soluble in both acids and bases. soluble in hot water and ethanol, slightly soluble in cold water and ether. stable to heat and oxidation.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 35.8% (34 of 95) of reports.WarningH315 (57.9%): 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 95 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: 4-Pyridinecarboxylic acidStatus: Active Update: 16-02-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/225234-Pyridinecarboxylic acid: 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 health |
| 유해성 요약 | Causes somnolence, ataxia, and changes in motor activity in oral lethal-dose studies of ratsCauses other liver changes and multiple enzyme effects in 40-day intermittent oral studies of rats[RTECS] A skin and strong eye irritant[Sigma-Aldrich MSDS] See Nicotinic acid. |
| Hazard Classes and Categories | Skin Irrit. 2 (57.9%) |
| 유해 작용 | Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation. |
| 수질 위해 등급(WGK) | 2 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | NS1103000 |
| 독성 | LD50 orally in Rabbit: 5000 mg/kg |
| 관세 코드 | 29333999 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) |
용도
용도
Isonicotinic acid is a metabolite of isoniazid. It is an isomer of nicotinic acid. The chronic toxicity of isonicotinic acid is slightly higher than that of isonicotinic acid hydrazide ( INH ) .Isonicotinic acid is a moderately basic compound (based on its pKa). Isonicotinic acid is an organic compound with a carboxyl group on a pyridine ring. The carboxyl group for isonicotinic acid is on the 4-position instead of the 3-position for nicotinic acid. It is an isomer of nicotinic acid. Isonicotinic acid is a metabolite of isoniazid.Isonicotinic acid considered to be inactive isomer of nicotinic acid. Isonicotinic acid is a metabolite of pyridine-4-carboxy hydrazide (isonicotinyl hydrazide; isoniazid) a front-line weapon in the battle against tuberculosis. Isonicotinic acid and its derivatives are used in manufacturing pharmaceuticals and agrochemicals.Used in the biological study of differentiation induced by nicotinic acid, nicotinamide and isonicotinic acid in human leukemia cell lines
제조 및 합성 방법
제조 방법
Isonicotinic acid is synthesized by continuous oxidation with 4-methylpyridine as raw material and vanadium pentoxide as catalyst. The purity of the industrial product isonicotinic acid is more than 95%, and the yield of the above method is 70-75%. The consumption of 4-methylpyridine per ton of product is 1070kg.