イソニコチン酸
Isonicotinic Acid
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基本情報
- CAS
163751-04-0- 標準SMILES
O=C(O)c1ccncc1- InChIKey
TWBYWOBDOCUKOW-UHFFFAOYSA-N- 分子式
- C6H5NO2
- 平均分子量
- 123.11 g/mol
- 単同位体質量
- 123.0320284
概要
Isonicotinic acid is a pyridinemonocarboxylic acid in which the carboxy group is at position 4 of the pyridine ring. It has a role as a human metabolite and an algal metabolite. It is a conjugate acid of an isonicotinate.
名称と識別子
- 優先名称
- Isonicotinic Acid
- IUPAC
- pyridine-4-carboxylic acid
- 現地名
- イソニコチン酸
- 英語名
- Isonicotinic acid
- 分子式
- C6H5NO2
- 分子量
- 123.11
名称と別名
ISONICOTINIC ACID55-22-14-Pyridinecarboxylic acidPyridine-4-carboxylic acid4-Carboxypyridinegamma-Picolinic acidp-Pyridinecarboxylic acidgamma-Pyridinecarboxylic acidDTXSID8020757NSC-1483Y8SYN761TQDTXCID80757
名称をさらに表示
イソニコチン酸γ-ピコリン酸ピリジン-4-カルボン酸4-ピリジンカルボン酸INAPYRIDINE-3-CARBOXYLIC ACIDIsonicotinicIsonicotic acidcotinic acid
CHEBI:6032Acid, IsonicotinicRefChem:791922200-228-24-Picolinic acid.gamma.-Picolinic acidAcide iso-nicotinique1,4-Dihydroisonicotinic acid
データベース識別子
- CAS
163751-04-0、55-22-1- PubChem CID
- 5922
- DTXSID
DTXSID8020757- ChEMBL
CHEMBL1203- ChEBI
CHEBI:6032- UNII
- Y8SYN761TQ
- EC Number
- 200-228-2
- Nikkaji
- J4.559D、J452.015G
物性
構造計算による物性補完中
- XLogP
- 0.4
- 極性表面積
- 50.2 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 3
- 回転可能結合数
- 1
- 重原子数
- 9
- 形式電荷
- 0
- 複雑度
- 108
実験および物理化学的性質
Chemical ClassesNitrogen Compounds -> Pyridines
SpringerMaterials PropertiesChemical shift
LogP-0.57
Vapor Pressure0.00789 [mmHg]
Physical DescriptionSolid; [Merck Index] Beige powder; [Sigma-Aldrich MSDS]
Dissociation Constants1.77
物理化学的性質
- 融点
- 300 °C · ≥300 °C (lit.)
- 沸点
- 260 °C · 260 °C (15 mmHg)
- 比重(密度)
- 1 · 1,47g/cm
- 屈折率
- 1.5423 · 1.5423 (estimate)
- 闪点
- 260 °C/15mm · 260°C/15mm
- 貯蔵温度
- no restrictions.
- 溶解性
- 6 g/リットル · 6g/リットル
- 酸解離定数(Pka)
- 4.96 · 4.96(at 25℃)
- 外見
- 粉
- 色
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 35.8% (34 of 95) of reports.
Warning
H315 (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.
危険有害性情報
Regulatory Information
Chemical: 4-Pyridinecarboxylic acid
Status: Active Update: 16-02-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22523
4-Pyridinecarboxylic acid: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health
Hazards Summary
Causes somnolence, ataxia, and changes in motor activity in oral lethal-dose studies of rats; Causes 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 CategoriesSkin Irrit. 2 (57.9%)
毒性情報
Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
化学と産業
薬理情報
Tissue LocationsKidney
用途と製造
General Manufacturing Information4-Pyridinecarboxylic acid: ACTIVE
応用分野
解説イソニコチン酸,熱水に可溶，冷水，エチルアルコール，エーテル，ベンゼンに難溶。抗結核薬のイソニアジドの合成原料である。ブリタニカ国際大百科事典 小項目事典 ブリタニカ
使用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
調製方法
製造方法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.
純化方法Crystallise the acid repeatedly from water and dry it under vacuum at 110o or sublime it at 260o/15mm (m 319o). [Beilstein 22 III/IV 518, 22/2 V 188.]
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