4-ブトキシベンゼンアセトヒドロキサム酸

Bufexamac

HCID 2466CAS 2438-72-4

基本情報

標準SMILES
CCCCOc1ccc(CC(=O)NO)cc1
InChIKey
MXJWRABVEGLYDG-UHFFFAOYSA-N
分子式
C12H17NO3
平均分子量
223.27 g/mol
単同位体質量
223.1208434

名称と識別子

優先名称
Bufexamac
IUPAC
2-(4-butoxyphenyl)-N-hydroxyacetamide
現地名
4-ブトキシベンゼンアセトヒドロキサム酸
英語名
Bufexamac
分子式
C12H17NO3
分子量
223.27

名称と別名

bufexamac2438-72-42-(4-Butoxyphenyl)-N-hydroxyacetamideBufexamic acidParfenacAndermParadermBufexamacop-Butoxyphenylacetohydroxamic acid4-Butoxy-N-hydroxybenzeneacetamideBufexamacum4-Butoxyphenylacetohydroxamic acid
名称をさらに表示
アンホリルフロゴシドNプラスチゲル(4-ブトキシフェニル)アセトヒドロキシム酸α-(p-ブトキシフェニル)アセトヒドロキサム酸ルブラゾンヒフマックブフェキサマクアンダームドロキサロールエンチマックデルキサムモフェナールα-(p-ブトキシフェニル)-N-ヒドロキシアセトアミドフロジシドフェキシマック2-(p-ブトキシフェニル)アセトヒドロキサム酸2-(p-ブトキシフェニル)アセトヒドロキシム酸パルフェナールサリベドールパルフェナックj3cp1044feximacmofenardroxaryldroxarolcp1044j3flogicidnorfemac
2-(p-Butoxyphenyl)-acetohydroxamic acidCP 1044 J3Acide p-butoxyphenylacethydroxamiqueDTXSID7045368CP-1044-J3NSC-758153CHEBI:313174T3C38J78L

データベース識別子

CAS
2438-72-4
PubChem CID
2466
DTXSID
DTXSID7045368
ChEMBL
CHEMBL94394
ChEBI
CHEBI:31317
UNII
4T3C38J78L
EC Number
219-451-1
Nikkaji
J3.390A

物性

構造計算による物性

XLogP
1.9
極性表面積
58.6 Ų
水素結合供与体数
2
水素結合受容体数
3
回転可能結合数
6
重原子数
16

実験および物理化学的性質

Solubility · 2 件

Immiscible

>33.5 [ug/mL] (The mean of the results at pH 7.4)

Melting Point153
Collision Cross Section · 2 件

161.48 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards];158.8 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

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

物理化学的性質

融点
153 · 153-155°
沸点
364.56 °C · 364.56°C (rough estimate)
比重(密度)
1.1223 · 1.1223 (rough estimate)
屈折率
1.53 · 1.5300 (estimate)
貯蔵温度
-20 °C · Inert atmosphere,Store in freezer, under -20°C
溶解性
水にほとんど溶けず、ジメチルホルムアミドに溶け、酢酸エチル、メタノールに溶けにくい。

化学的性質

化学的特性White Solid

安全と法規制

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.

Warning

H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral];H317 (33.3%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 1 of 3 reports by companies.;There are 2 notifications provided by 2 of 3 reports by companies with hazard statement code(s).;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.

危険有害性情報

Other Safety InformationIMAP assessments - Benzeneacetamide, 4-butoxy-N-hydroxy-: Environment tier I assessment;IMAP assessments - Benzeneacetamide, 4-butoxy-N-hydroxy-: Human health tier I assessment
Hazard Classes and CategoriesSkin Sens. 1B (33.3%)

安全データ

wgk
2
rtecs
AK8280000
毒性
LD50 orally in mice, rats: >8, >4 g/kg (Lambelin)
hs_code
2928.00.2500

化学と産業

薬理情報

ATC Code · 4 件

M - Musculo-skeletal system;M02 - Topical products for joint and muscular pain;M02A - Topical products for joint and muscular pain;M02AA - Antiinflammatory preparations, non-steroids for topical use;M02AA09 - Bufexamac

M - Musculo-skeletal system;M01 - Antiinflammatory and antirheumatic products;M01A - Antiinflammatory and antirheumatic products, non-steroids;M01AB - Acetic acid derivatives and related substances;M01AB17 - Bufexamac

QM - Musculo-skeletal system;QM02 - Topical products for joint and muscular pain;QM02A - Topical products for joint and muscular pain;QM02AA - Antiinflammatory preparations, non-steroids for topical use;QM02AA09 - Bufexamac

QM - Musculo-skeletal system;QM01 - Antiinflammatory and antirheumatic products;QM01A - Antiinflammatory and antirheumatic products, non-steroids;QM01AB - Acetic acid derivatives and related substances;QM01AB17 - Bufexamac

Protein BindingNo data available.
Pharmacodynamics · 1 件

Bufexamac is a topically-active anti-inflammatory agent that inhibits the cyclooxygenase enzyme. In cutaneous and deep experimental inflammation, topical administration of bufexamac exerted a dose-related anti-inflammatory effect. In guinea pigs, bufexamax was shown to be more active than topical acetylsalicylic acid 5% or phenylbutazone 5% in delaying the local increase in temperature resulting from UV exposure. Bufexamac is unlikely to have any effect on wound healing.

Mechanism of Action · 1 件

The full mechanism of action is unclear. It is proposed that bufexamac acts similarly to other non-steroidal anti-inflammatory drugs to inhibit prostaglandin biosynthesis _in vitro_, via inhibiting cyclo-oxygenase (COX) enzymes. Systematically administered bufexamac may accumulate preferentially in the adrenal cortex of rats and may play a role in adrenal stimulation; however its topical anti-inflammatory action is likely to be independent of this effect.

Biological Half-LifeNo data available.
Metabolism/MetabolitesNo data available.

用途と製造

UsesUse (kg; approx.) in Germany (2009): >5000;Consumption (g per capita; approx.) in Germany (2009): 0.0611;Excretion rate: 0.845;Calculated removal (%): 76
Use ClassificationPharmaceuticals
応用分野 · 1 件

使用Bufexamac is a specific inhibitor of class IIB histone deacetylases (HDAC6 and HDAC10). Bufexamac is a non-steroidal anti-inflammatory drug used topically as well as rectally. Formulations containing Bufexamac is used by many patients with eczematous disorders as an alternative to topical corticosteroids.

サプライヤー50 社

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]

補足説明

定義ChEBI: A hydroxamic acid derived from phenylacetamide in which the benzene moiety is substituted at C-4 by a butoxy group. It has anti-inflammatory, analgesic, and antipyretic properties.

関連反応

1 件

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