2,5-다이하이드록시벤조익애씨드
2,5-Dihydroxybenzoic acid
기본 정보
- CAS
490-79-9- 표준 SMILES
O=C(O)c1cc(O)ccc1O- InChIKey
WXTMDXOMEHJXQO-UHFFFAOYSA-N- 분자식
- C7H6O4
- 평균 분자량
- 154.12 g/mol
- 단동위원소 질량
- 154.02660867
개요
2,5-dihydroxybenzoic acid is a dihydroxybenzoic acid having the two hydroxy groups at the 2- and 5-positions. It has a role as a MALDI matrix material, an EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor, a mouse metabolite, a fungal metabolite and a human metabolite. It is functionally related to a benzoic acid. It is a conjugate acid of a 2,5-dihydroxybenzoate.
이름 및 식별자
- 우선 이름
- 2,5-Dihydroxybenzoic acid
- IUPAC
- 2,5-dihydroxybenzoic acid
- 현지명
- 2,5-다이하이드록시벤조익애씨드
- 영어명
- 2,5-Dihydroxybenzoic acid
- 분자식
- C7H6O4
- 분자량
- 154.12
이름 및 동의어
2,5-DIHYDROXYBENZOIC ACIDgentisic acid490-79-9Benzoic acid, 2,5-dihydroxy-5-Hydroxysalicylic acidHydroquinonecarboxylic acidGensigenGensigon2,5-Dhba2,5-Dioxybenzoic acidSalicylic acid, 5-hydroxy-Kyselina gentisinova
이름 더 보기
2,5-다이하이드록시벤조익애씨드DHBGentisateGentisicPhloretate2,5-dihydroxybenzoic2,5-Dihydroxybenzoes?ureKyselina 2,5-dihydroxybenzoova
Acido gentisicoAcide gentisiqueAcidum gentisicumVP36V95O3TNSC-27224DTXSID4060078CHEBI:17189RefChem:639843
데이터베이스 식별자
- CAS
490-79-9- PubChem CID
- 3469
- DTXSID
DTXSID4060078- ChEMBL
CHEMBL1461- ChEBI
CHEBI:17189- UNII
- VP36V95O3T
물성
구조 계산 물성
- XLogP
- 1.6
- 극성 표면적
- 77.8 Ų
- 수소 결합 공여자 수
- 3
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 1
- 무거운 원자 수
- 11
- 형식 전하
- 0
- 복잡도
- 157
실험 및 물리화학적 성질
Chemical ClassesOther Classes -> Other Aromatic Compounds
DrugsPharmaceuticals -> Metabolite of Acetylsalicylic acid
LogP
1.74
1.12
Solubility5.0 mg/mL at 5 °C
Melting Point199.5 °C
Vapor Pressure0.0000021 [mmHg]
Physical Description
Solid; [Merck Index] Light yellow crystals; [Aldrich MSDS]
Solid
Collision Cross Section
122.67 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
125 Ų [M-H]-
물리화학적 성질
- 녹는점
- 204 · 204-208 °C(lit.)
- 끓는 점
- 237.46 °C · 237.46°C (rough estimate)
- 밀도
- 1.3725 · 1.3725 (rough estimate)
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 1.5% (1 of 67) of reports.
Warning
H302 (94%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 67 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory Information
Chemical: Benzoic acid, 2,5-dihydroxy-
Benzoic acid, 2,5-dihydroxy-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryCauses convulsions in intravenous lethal-dose studies of mice; [RTECS] A skin and strong eye irritant; Harmful by ingestion and skin absorption; Evidence of reproductive toxicity in experimental animals; [Aldrich MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (94%)
독성 정보
Adverse EffectsNeurotoxin - Other CNS neurotoxin
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- LY3850000
- HS 번호
- 29182990
- risk_code
- 22-36/37/38
- hazard_code
화학 및 산업
약리 정보
Metabolism/Metabolites5-hydroxylation is a known human metabolite of salicylic acid.
Cellular LocationsCytoplasm
용도 및 제조
Uses
Excreted in urine of dogs following ingestion of salicylates; Used therapeutically (analgesic and anti-inflammatory); [Merck Index] An oxidative product of saligenin; [ChemIDplus] Used as an analgesic medicine; [Hawley]
Synthetic Polymer MALDI Matrix Compounds
Household ProductsInformation on 1 consumer products that contain Gentisic acid in the following categories is provided:
General Manufacturing InformationBenzoic acid, 2,5-dihydroxy-: ACTIVE
응용 분야
개요Gentisic acid is a dihydroxy benzoic acid. It is a derivative of benzoic acid and a minor (1 %) product of the metabolic break down of aspirin, excreted by the kidneys. It is also found in the African tree Alchornea cordifolia and in wine.
용도2,5-dihydroxybenzoic acid areused as intermediates for pharmaceuticals (especially for antipyetic anlgesic, antirheumatism) and other organic synthesis. They are used as matrix for ionization of peptides, proteins and carbohydrates. In industrial field, they areused as intermediates for the production of other organic chemicals, resins, polyesters, plasticizers, dyestuffs, preservatives, and rubber chemicals.
일반 설명Aspirin metabolite.
제조 방법
생산 방법Gentisic acid is produced by carboxylation of hydroquinone. C6H4(OH)2 + CO2 → C6H3(CO2H)(OH)2 This conversion is an example of a Kolbe–Schmitt reaction.
관련 반응
73건
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