rac-(R*)-α-ヒドロキシベンゼン酢酸
Mandelic Acid
データを補完しています。しばらくしてからページを更新すると最新の内容を表示できます
基本情報
- CAS
611-72-3- 標準SMILES
O=C(O)C(O)c1ccccc1- InChIKey
IWYDHOAUDWTVEP-UHFFFAOYSA-N- 分子式
- C8H8O3
- 平均分子量
- 152.15 g/mol
- 単同位体質量
- 152.04734411
概要
Mandelic acid is a 2-hydroxy monocarboxylic acid that is acetic acid in which two of the methyl hydrogens are substituted by phenyl and hydroxyl groups. It has a role as an antibacterial agent and a human xenobiotic metabolite. It is a member of benzenes and a 2-hydroxy monocarboxylic acid. It is functionally related to an acetic acid. It is a conjugate acid of a mandelate.
名称と識別子
- 優先名称
- Mandelic Acid
- IUPAC
- 2-hydroxy-2-phenylacetic acid
- 現地名
- rac-(R*)-α-ヒドロキシベンゼン酢酸
- 英語名
- DL-Mandelic acid
- 分子式
- C8H8O3
- 分子量
- 152.15
名称と別名
MANDELIC ACIDdl-Mandelic acid2-hydroxy-2-phenylacetic acid90-64-2Phenylglycolic acidParamandelic acidAmygdalic acidUromalineRacemic mandelic acidPhenylhydroxyacetic acid(RS)-Mandelic acidAcido mandelico
名称をさらに表示
(±)-マンデル酸rac-(R*)-2-フェニルグリコール酸rac-(R*)-α-ヒドロキシベンゼン酢酸rac-(αR*)-α-ヒドロキシベンゼン酢酸rac-(R*)-2-ヒドロキシ-2-フェニル酢酸DL-アミグダリン酸rac-(R*)-フェニルヒドロキシ酢酸DL-マンデル酸rac-(R*)-ヒドロキシフェニル酢酸rac-(S*)-α-ヒドロキシベンゼン酢酸DL-MandelicaciDL-MANDELSAEURE SDL-AMYGDALIC ACIDMANDELIC ACID, DL-RARECHEM AL BO 1098TIMTEC-BB SBB007730(R)(S)-MANDELICACIDMANDELIC(D,L-) ACID
Kyselina mandlovaBenzeneacetic acid, alpha-hydroxy-alpha-Hydroxybenzeneacetic acidNSC-7925alpha-Hydroxyphenylacetic acidNH496X0UJXDTXSID6023234CHEBI:35825
物性
構造計算による物性補完中
- XLogP
- 0.6
- 極性表面積
- 57.5 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
- 2
- 重原子数
- 11
- 形式電荷
- 0
- 複雑度
- 138
実験および物理化学的性質
Chemical ClassesOther Classes -> Organic Acids
CosmeticsAntimicrobial
LogP0.64
Density
1.3 @25 °C
1.3 @25 °C
Boiling Point320 °C @760 [mm Hg]
Melting Point119 °C
Vapor Pressure0.0000164 [mmHg]
Physical Description
Liquid
Solid; Darkens and decomposes after prolonged light exposure; [Merck Index] White crystalline powder with a faint sweet odor; [Fisher Scientific MSDS]
物理化学的性質
- 融点
- 119 · 119-121 °C(lit.)
- 沸点
- 234.6 °C · 234.6°C (rough estimate)
- 比重(密度)
- 1.289 · 1.2890
- 屈折率
- 1.4945 · 1.4945 (estimate)
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 25.3% (66 of 261) of reports.
Danger
H302 (23.4%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 261 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
This chemical does not meet GHS hazard criteria for 1.8% (2 of 111) of reports.
危険有害性情報
Regulatory Information
Chemical: Benzeneacetic acid, .alpha.-hydroxy-
Benzeneacetic acid, .alpha.-hydroxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzeneacetic acid, .alpha.-hydroxy- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: Mandelic acid (EC: 202-007-6)
Benzeneacetic acid, .alpha.-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Benzeneacetic acid, .alpha.-hydroxy-: Human health tier I assessment
Hazards SummaryCauses gastritis and other liver changes in oral lethal-dose studies of rabbits; [RTECS] An irritant; Chronic exposure may cause kidney injury and digestive tract abnormalities; [Fisher Scientific MSDS]
Hazard Classes and Categories
Acute Tox. 4 (50.5%)
Acute Tox. 4 (23.4%)
安全と保護具
化学と産業
薬理情報
ATC Code
J - Antiinfectives for systemic use
B - Blood and blood forming organs
QB - Blood and blood forming organs
QJ - Antiinfectives for systemic use
用途と製造
UsesUsed as a urinary antiseptic; [Merck Index]
U.S. Production2023: 75,000 - <500,000 lb
Industry UsesIntermediate
Use ClassificationCosmetics -> Antimicrobial
General Manufacturing Information
All Other Chemical Product and Preparation Manufacturing
Benzeneacetic acid, .alpha.-hydroxy-: ACTIVE
応用分野
説明DL-Mandelic acid is a chemical compound belonging to the family of alpha hydroxy acids (AHAs). It is a racemic mixture containing equal amounts of the D and L enantiomers of Mandelic acid. It is commonly used in skincare products for its exfoliating and antibacterial properties. DL-Mandelic Acid is useful in suppressing pigmentation, treating inflammatory non-cystic acne, and rejuvenating photoaged skin. Moreover, it has proven useful in preparing the skin for laser peeling and helping the skin heal after laser surgery. This product appears as a white crystal substance.
上流・下流製品情報
上流原料
関連反応
94 件
化合物ノート
読み込み中…