基本情報
- CAS
33005-95-7- 標準SMILES
CC(C(=O)O)c1ccc(C(=O)c2ccccc2)s1- InChIKey
GUHPRPJDBZHYCJ-UHFFFAOYSA-N- 分子式
- C14H12O3S
- 平均分子量
- 260.31 g/mol
- 単同位体質量
- 260.05071541
概要
Tiaprofenic acid is an aromatic ketone that is thiophene substituted at C-2 by benzoyl and at C-4 by a 1-carboxyethyl group. It has a role as a non-steroidal anti-inflammatory drug and a drug allergen. It is a monocarboxylic acid, a member of thiophenes and an aromatic ketone.
名称と識別子
- 優先名称
- Tiaprofenic Acid
- IUPAC
- 2-(5-benzoylthiophen-2-yl)propanoic acid
- 現地名
- チアプロフェン酸
- 英語名
- Tiaprofenic acid
- 分子式
- C14H12O3S
- 分子量
- 260.31
名称と別名
tiaprofenic acid33005-95-7Surgam2-(5-benzoylthiophen-2-yl)propanoic acidTiaprofensaeureAcido tiaprofenicotiaprofenAcide tiaprofenique5-Benzoyl-alpha-methyl-2-thiopheneacetic acidAcidum tiaprofenicum2-(5-Benzyl-2-thienyl)propionsaeureFC 3001
名称をさらに表示
5-ベンゾイル-α-メチル-2-チオフェン酢酸スルガフェンチアプロフェン酸チオガムチアプロフェンサムナントサーガム2-(5-ベンゾイル-2-チエニル)プロピオン酸スルガムスリメン2-(5-ベンゾイルチオフェン-2-イル)プロピオン酸チアプロフェン酸 (JAN)2-(5-ベンゾイルチオフェン-2-イル)プロパン酸TiaprofenicSuralganSurgam SATiaprofenicAci
RU 15060TiaprofenateDTXSID5023665alpha-methyl-5-benzoyl-2-thienylacetic acid1LS1T6R34CRU-15060CHEBI:322215-benzoyl-alpha-methylthiophene-2-acetic acid
データベース識別子
物性
構造計算による物性
- XLogP
- 3.3
- 極性表面積
- 82.6 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 4
- 回転可能結合数
- 4
- 重原子数
- 18
- 形式電荷
- 0
- 複雑度
- 323
実験および物理化学的性質
DrugsPharmaceuticals
LogP2.86
Solubility3.24e-02 g/L
Human DrugsPharmaceuticals
Melting Point96 °C
Physical DescriptionSolid
Collision Cross Section155.1 Ų [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]
物理化学的性質
- 融点
- 96 ° · 96° (isopropyl ether)
- 沸点
- 373.57 °C · 373.57°C (rough estimate)
- 比重(密度)
- 1.2959 · 1.2959 (rough estimate)
- 屈折率
- 1.505 · 1.5050 (estimate)
- 貯蔵温度
- 2 · 2-8°C(protect from light)
- 溶解性
- 水にほとんど溶けず、アセトン、エタノール (96%)、塩化メチレンに溶けやすい。
- 酸解離定数(Pka)
- 4.05 · 4.05±0.10(Predicted)
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
Danger
H301 (88.9%): Toxic if swallowed [Danger Acute toxicity, oral]
P203, P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 9 reports by companies from 8 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 (88.9%)
毒性情報
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
Tiaprofenic acid
DILI Positive
DOI:10.1016/j.drudis.2019.09.022
安全データ
- wgk
- WGK 3
- rtecs
- XM7580000
- ridadr
- UN 2811 6.1/PG III
- hs_code
- 2934.99.3000
- hazard_class
- 6.1
- packing_group
- III
- Hazard Classifications
- Acute Tox. 3 OralRepr. 2
- 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
M - Musculo-skeletal system
QM - Musculo-skeletal system
Pharmacodynamics
Tiaprofenic acid is a non-steroidal anti-inflammatory drug of the arylpropionic acid (profen) class, used to treat pain, especially arthritic pain. The typical adult dose is 300mg twice daily. This drug is not recommended for use in the pediatric population.
Mechanism of Action
Tiaprofenic acid belongs to a group of medicines called non-steroidal anti-inflammatory drugs (NSAIDs). It works by blocking the production of a chemical (prostaglandin) which the body produces in response to injury or certain diseases. This prostaglandin would otherwise go on to cause swelling, pain and inflammation.
Biological Half-Life1.5-2.5 hours
Metabolism/MetabolitesHepatic (10%). Sparingly metabolised in the liver to two inactive metabolites.
MeSH Pharmacological Classification
Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.
Absorption, Distribution and ExcretionBioavailability is 90% following oral administration.
Cellular LocationsCytoplasm
Metabolite PathwaysTiaprofenic Acid Action Pathway
関連反応
3 件
化合物ノート
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