4-히드록시페닐아세트산

Hydroxyphenylacetic acid

HCID 127CAS 156-38-7

기본 정보

표준 SMILES
O=C(O)Cc1ccc(O)cc1
InChIKey
XQXPVVBIMDBYFF-UHFFFAOYSA-N
분자식
C8H8O3
평균 분자량
152.15 g/mol
단동위원소 질량
152.04734412

개요

4-hydroxyphenylacetic acid is a monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group. It has a role as a mouse metabolite, a plant metabolite, a fungal metabolite and a human metabolite. It is a monocarboxylic acid and a member of phenols. It is functionally related to an acetic acid. It is a conjugate acid of a 4-hydroxyphenylacetate.

이름 및 식별자

우선 이름
Hydroxyphenylacetic acid
IUPAC
2-(4-hydroxyphenyl)acetic acid
현지명
4-히드록시페닐아세트산
영어명
4-Hydroxyphenylacetic acid
분자식
C8H8O3
분자량
152.15

이름 및 동의어

4-hydroxyphenylacetic acid156-38-7p-hydroxyphenylacetic acid(4-Hydroxyphenyl)acetic acid4-Hydroxybenzeneacetic acidbenzeneacetic acid, 4-hydroxy-(p-Hydroxyphenyl)acetic acid4-CarboxymethylphenolParahydroxy phenylacetic acidAcetic acid, (p-hydroxyphenyl)-3J9SHG0RCNNSC-25066
이름 더 보기
4-하이드록시페닐아세트산4-히드록시페닐아세트산2-(4-hydroxyphenyl)acetic acidPHPA4-Hydroxyphenylacetic4-hydrophenylacetic acid4-hydroxybenzeneaceticacidNSC 27460
NSC-27460DTXSID5059745CHEBI:18101para-hydroxyphenylacetic acidRefChem:524062DTXCID6035023205-851-3Hydroxyphenylacetic acid

데이터베이스 식별자

CAS
156-38-7
PubChem CID
127
DTXSID
DTXSID5059745
ChEMBL
CHEMBL1772
ChEBI
CHEBI:18101
UNII
3J9SHG0RCN
EC Number
205-851-3
Nikkaji
J5.873D

물성

구조 계산 물성

XLogP
0.8
극성 표면적
57.5 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
3
회전 가능 결합 수
2
무거운 원자 수
11

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Other Aromatic Compounds
SpringerMaterials PropertiesFusion temperature
LogP · 2건

0.75

1.26

Solubility60.7 mg/mL
Melting Point148 - 150 °C
Vapor Pressure0.0000555 [mmHg]

물리화학적 성질

녹는점
148 · 148-151 °C(lit.)
끓는 점
234.6 °C · 234.6°C (rough estimate)
밀도
1.2143 · 1.2143 (rough estimate)
증기압
0.007 Pa · 0.007Pa at 25℃
굴절률
1.4945 · 1.4945 (estimate)
저장 조건
Inert atmosphere,Room Temperature
화학적 성질 · 1건

4-Hydroxyphenylacetic acid is a white to cream or light tan crystalline powder. sublimation. Insoluble in cold water, soluble in hot water, ether, ethanol, ethyl acetate. In the case of ferric chloride, it is a purple-green precipitate. It is used as a pharmaceutical raw material for the synthesis of cephalosporin antibiotics, antipyretic analgesics.

안전 및 규제

GHS 분류

GHS Classification · 4건

Warning

H315 (97%): 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 233 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 3건

Chemical: Benzeneacetic acid, 4-hydroxy-

Status: Cease Manufacture Update: 01-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22446

(4-Hydroxyphenyl)-acetic 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 environment
Hazards SummaryIntraperitoneal LD50 (mouse) = 3,500 mg/kg; [RTECS] An irritant; [Alfa Aesar MSDS] See Phenylacetic acid.
Hazard Classes and CategoriesSkin Irrit. 2 (97%)

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
AI2680000
HS 번호
29182990
risk_code
36/37/38
hazard_code
Xi

화학 및 산업

약리 정보

Metabolism/Metabolites4-hydroxyphenylacetic acid has known human metabolites that include 2-Phenylacetic acid.
MeSH Pharmacological ClassificationSubstances that increase the risk of NEOPLASMS in humans or animals. Both genotoxic chemicals, which affect DNA directly, and nongenotoxic chemicals, which induce neoplasms by other mechanism, are included.
Tissue LocationsBladder
Cellular LocationsCytoplasm
Metabolite PathwaysAlkaptonuria

용도 및 제조

General Manufacturing InformationBenzeneacetic acid, 4-hydroxy-: ACTIVE

응용 분야

용도A compound present in olive oil. An important fine chemical intermediate with broad prospects for application development.

제조 방법 · 1건

4-Hydroxyphenylacetic acid is synthesized by diazotization and hydrolysis of 4-aminophenylacetic acid. 4-aminophenylacetic acid and alkali solution are prepared into sodium salt, and then sulfuric acid is added. Cool to 0°C, control the temperature at 0-5°C, and add sodium nitrate solution dropwise, and the reaction is completed for 0.5h. The obtained diazonium was added dropwise to dilute sulfuric acid at 90-95°C for about 1 hour, and the reaction was continued for 1 hour. The reaction solution was decolorized and filtered, cooled and extracted with ethyl acetate, and the extract was recovered with ethyl acetate to obtain 4-Hydroxyphenylacetic acid. The yield is about 85%.

공급사50 곳

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
추가 설명 · 1건

정의ChEBI: 4-hydroxyphenylacetic acid is a monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group. It has a role as a plant metabolite, a fungal metabolite, a human metabolite and a mouse metabolite. It is a monocarboxylic acid and a member of phenols. It derives from an acetic acid. It is a conjugate acid of a 4-hydroxyphenylacetate.

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