Tenoxicam (HCID 54677971)

概要

Tenoxicam is a thienothiazine-derived monocarboxylic acid amide obtained by formal condensation of the carboxy group of 4-hydroxy-2-methylthieno[2,3-e][1,2]thiazine-3-carboxylic acid 1,1-dioxide with the amino group of 2-aminopyridine. Used for the treatment of pain and inflammation in osteoarthritis and rheumatoid arthritis. It is also indicated for short term treatment of acute musculoskeletal disorders including strains, sprains and other soft-tissue injuries. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an antipyretic and an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor. It is a member of pyridines, a monocarboxylic acid amide, a thienothiazine and a heteroaryl hydroxy compound.

名称と識別子

優先名称: Tenoxicam
IUPAC: 4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-ylthieno[2,3-e]thiazine-3-carboxamide
現地名: テノキシカム
英語名: Tenoxicam
分子式: C13H11N3O4S2
分子量: 337.37

名称と別名

tenoxicam59804-37-4MobiflexTilcotilTenoxicamumRo 12-0068Ro 12-0068/000DTXSID8045486Ro-12-0068NSC-758397CHEBI:32192Z1R9N0A399

名称をさらに表示

モビフレックスチルコチルドルメン4-ヒドロキシ-2-メチル-3-[(2-ピリジル)カルバモイル]-2H-チエノ[2,3-e][1,2]チアジン1,1-ジオキシド4-ヒドロキシ-2-メチル-N-(2-ピリジル)-2H-チエノ[2,3-e]-1,2-チアジン-3-カルボアミド1,1-ジオキシドチルトリア4-ヒドロキシ-2-メチル-N-(2-ピリジル)-2H-チエノ[2,3-e]-1,2-チアジン-3-カルボキサミド1,1-ビスオキシドルコルナートテノキシカムリマンレキサルガンゲスコリルテノキシカム (JAN)4-ヒドロキシ-2-メチル-3-[(ピリジン-2-イル)カルバモイル]-1H,2H-チエノ[2,3-e][1,2]チアジン-1,1-ジイウム-1,1-ビス(オラート)Tenoxicam CRSLornoxicam Impurity 44SoralLimanDo1menDolmenTilatil

4-Hydroxy-2-methyl-N-2-pyridyl-2H-thieno(2,3-e)-1,2-thiazine-3-carboxamide 1,1-dioxideRo-120068000DTXCID6025486RO-12-0068/000RefChem:891355M01AC024-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1??-thieno(2,3-e)(1,2)thiazine-3-carboxamideAlganex

データベース識別子

CAS: 59804-37-4
PubChem CID: 54677971
DTXSID: DTXSID8045486
ChEMBL: CHEMBL302795、CHEMBL3188633
ChEBI: CHEBI:32192
UNII: Z1R9N0A399
EC Number: 620-500-8

物性

構造計算による物性

XLogP: 1.1
極性表面積: 136 Å²
水素結合供与体数: 2
水素結合受容体数: 7
回転可能結合数: 2
重原子数: 22
形式電荷: 0
複雑度: 599

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

LogP1.9

Human DrugsPharmaceuticals

Collision Cross Section · 3 件

169.8 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

170.4 Å² [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]

175.02 Å² [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点: 209 · 209-2130C (dec)
比重(密度): 1.4737 · 1.4737 (rough estimate)
屈折率: 1.639 · 1.6390 (estimate)
貯蔵温度: 2 · 2-8°C
溶解性: 水にほとんど溶けず、ジクロロメタンに溶けにくく、無水エタノールに溶けにくい。酸およびアルカリ溶液に可溶。
酸解離定数(Pka): 1 · pKa1 5.3, pKa2 1.1(at 25℃)
外見: Solid
色: White to Yellow to Green
水溶解度: 61.9 mg/L · 61.9mg/L(32℃)
主な用途: 医薬品医薬品低分子化合物
InChI: InChI=1S/C13H11N3O4S2/c1-16-10(13(18)15-9-4-2-3-6-14-9)11(17)12-8(5-7-21-12)22(16,19)20/h2-7,17H,1H3,(H,14,15,18)
InChIKey: LZNWYQJJBLGYLT-UHFFFAOYSA-N
SMILES: S1(=O)(=O)C2C=CSC=2C(O)=C(C(NC2=NC=CC=C2)=O)N1C
CAS データベース: 59804 · 59804-37-4

化学的性質

化学的特性Yellow Crystalline Powder

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 2.2% (1 of 46) of reports.

Danger

H301 (97.8%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P262, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 3 (97.8%)

毒性情報

Drug Induced Liver Injury · 5 件

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

TENOXICAM

DILI Positive

Oral

DOI:10.1016/j.drudis.2019.09.022

安全データ

wgk: 2
rtecs: XJ9095060
ridadr: UN 2811 6.1/PG 3
hs_code: 2934.99.3000
risk_code: 23/24/25-36/37/38
hazard_code: T,Xi
safety_code: 36/37/39-45-36-26-36/37
hazard_class: 6.1
Hazard Classifications: Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 Oral
ストレージクラス: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

化学と産業

薬理情報

ATC Code · 3 件

M01AC02

M - Musculo-skeletal system

QM - Musculo-skeletal system

Protein Binding99%

PharmacodynamicsTenoxicam, an antiinflammatory agent with analgesic and antipyretic properties, is used to treat osteoarthritis and control acute pain.

Mechanism of Action · 1 件

The antiinflammatory effects of tenoxicam may result from the inhibition of the enzyme cycooxygenase and the subsequent peripheral inhibition of prostaglandin synthesis. As prostaglandins sensitize pain receptors, their inhibition accounts for the peripheral analgesic effects of tenoxicam. Antipyresis may occur by central action on the hypothalamus, resulting in peripheral dilation, increased cutaneous blood flow, and subsequent heat loss.

Biological Half-Life72 hours (range 59 to 74 hours)

Metabolism/Metabolites · 2 件

Tenoxicam is metabolized in the liver to several pharmacologically inactive metabolites (mainly 5'-hydroxy-tenoxicam).

Tenoxicam has known human metabolites that include 5'-Hydroxytenoxicam.

用途と製造

Use ClassificationPharmaceuticals

応用分野 · 2 件

説明Tenoxicam is a non-steroidal antiinflammatory agent with a profile similar to related piroxicam and now withdrawn isoxicam (55). It is useful in the treatment of rheumatoid arthritis, osteoarthritis and related disorders.

使用Tenoxicam has been used: as a non-steroidal anti-inflammatory agent (NSAID) to study its effects on root gravitropism in Arabidopsis thaliana as a standard in microanalysis of NSAIDs by spectrophotometry to test its effect on surface potential andmembrane fluidity modification in phosphoglyceride monolayers

上流・下流製品情報

上流原料

β-アラニンエチル塩酸塩 3-クロロチオフェン塩化スルフリル 3-ヒドロキシチオフェン-2-カルボン酸メチル 2-アミノピリジンサルコシン 2H-Thieno[2,3-e]-1,2-thiazine-3-carboxamide, 4-hydroxy-N-2-pyridinyl-, 1,1-dioxide 4-ヒドロキシ-2H-チエノ[2,3-E][1,2]チアジン-3-カルボン酸メチル1,1-ジオキシド 2-メチル-4-ヒドロキシ-2H-チエノ[2,3-E]-1,2-チアジン-3-カルボン酸メチル-1,1-ジオキシド炭酸ジメチル

サプライヤー50 社

北京华美互利生物化工010-56205725 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

济南百隆化学有限公司[email protected] · [email protected]

广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

補足説明 · 1 件

定義ChEBI: Tenoxicam is a thienothiazine-derived monocarboxylic acid amide obtained by formal condensation of the carboxy group of 4-hydroxy-2-methylthieno[2,3-e][1,2]thiazine-3-carboxylic acid 1,1-dioxide with the amino group of 2-aminopyridine. Used for the treatment of pain and inflammation in osteoarthritis and rheumatoid arthritis. It is also indicated for short term treatment of acute musculoskeletal disorders including strains, sprains and other soft-tissue injuries. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an antipyretic and an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor. It is a heteroaryl hydroxy compound, a monocarboxylic acid amide, a member of pyridines and a thienothiazine.

テノキシカム

基本情報

概要