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2-페닐-1H-벤즈아미다졸-5-설폰산염

2-Phenylbenzimidazole-5-Sulfonic Acid

HCID 33919
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
27503-81-7
표준 SMILES
O=S(=O)(O)c1ccc2nc(-c3ccccc3)[nH]c2c1
InChIKey
UVCJGUGAGLDPAA-UHFFFAOYSA-N
분자식
C13H10N2O3S
평균 분자량
274.3 g/mol
단동위원소 질량
274.04121336

개요

Ensulizole is a member of benzimidazoles.

이름 및 식별자

우선 이름
2-Phenylbenzimidazole-5-Sulfonic Acid
IUPAC
2-phenyl-3H-benzimidazole-5-sulfonic acid
현지명
2-페닐-1H-벤즈아미다졸-5-설폰산염
영어명
2-Phenylbenzimidazole-5-sulfonic acid
분자식
C13H10N2O3S
분자량
274.3

이름 및 동의어

Ensulizole27503-81-72-PHENYLBENZIMIDAZOLE-5-SULFONIC ACIDPhenylbenzimidazole sulfonic acidensulizolDTXSID30388529YQ9DI1W421H-Benzimidazole-5-sulfonic acid-2-phenyl-DTXCID10188522-phenyl-1H-1,3-benzodiazole-6-sulfonic acidensulizolumnovantisol
이름 더 보기
2-페닐-1H-벤즈아미다졸-5-설폰산염2-페닐-1H-벤즈아미다졸-5-설폰산염(2-PHENYL-1H-BENZIMIDAZOLE-5-SULFONATE)페닐벤즈이미다졸설포닉애씨드PBSA2-phenyl-1H-benzimidazole-5-sulphonic acidPARSOL HSEUSOLEX 232HYSHELL PBSAPHENYLBENZIMIDAZOLESULPHONICACID2-Phenyl-1H-benzimidazole-5-sulfonic acid
RefChem:55096Covergirl Outlast Stay Fabulous 3in1 FoundationFULL SPECTRUM MATTE AMBITION SKIN PRIMER SPF 20Covergirl Queen Collection All Day Flawless 3in1 FoundationCovergirl TruBlend Base Business Everyday Defense Primer SPF 20Prada Reveal Skin Optimizing Foundation Broad Spectrum SPF 17 SunscreenCovergirl Outlast Stay Fabulous 3in1 Foundation Broad spectrum SPF 20-805 IvoryCovergirl Outlast Stay Fabulous 3in1 Foundation Broad spectrum SPF 20-810 Classic Ivory

물성

구조 계산 물성

XLogP
2
극성 표면적
91.4 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
4
회전 가능 결합 수
2
무거운 원자 수
19
형식 전하
0
복잡도
414

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15
CosmeticsUv filter; Uv absorber
SolubilitySoluble
Melting Point>300, decomposes at 410

물리화학적 성질

녹는점
300 °C · >300 °C (lit.)
밀도
1.3592 · 1.3592 (rough estimate)
굴절률
1.636 · 1.6360 (estimate)
저장 조건
2 · 2-8°C
용해도
에탄올과 물: 가용성((나트륨염으로))
물리적 상태
미세 결정성 분말
산도 계수 (pKa)
-0.87 · -0.87±0.40(Predicted)
색상
하얀색
수용성
녹는
Merck
14 · 14,3593
BRN
922664 · 922664
안정성
흡습성
주요 응용
청소용품화장품환경음식 및 음료개인 위생 관리
화장품 원료 기능

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 86% (117 of 136) of all reports.

Warning

H315 (14%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 136 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 3건

Chemical: 1H-Benzimidazole-5-sulfonic acid, 2-phenyl-

REACH registered substance: 2-phenyl-1H-benzimidazole-5-sulphonic acid (EC: 248-502-0)

2-Phenylbenzimidazol-5-sulphonic 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 human health
Hazard Classes and CategoriesSkin Irrit. 2 (14%)

독성 정보

Toxicity Summary · 1건

A 2025 publication by authors in the U.S. and U.K. reviewed the toxicity and human exposure data for ensulizole as currently used in over-the-counter sunscreen formulations. The information included results from in vitro, animal toxicity, and human studies. The authors concluded that ensulizole does not pose risks to human health when used in sunscreen products at concentrations up to 4% (permitted maximum usage level in the U.S., Canada, and Australia), and that it is a Category I (generally recognized as safe and effective) UV filter under the U.S. FDA 1999 final monograph while being under current review by the FDA under over-the-counter (OTC) reform legislation.

화학 및 산업

약리 정보

PharmacodynamicsEnsulizole is a selective UV-B filter with little activity against UV-A wavelengths. _In vitro_, ensulizole oxidizes guanine bases upon photoexcitation by UV-B and may cause photodamage on DNA, proteins and lipids in the cellular context.
Mechanism of Action · 2건

Ensulizole strongly absorbs UV-B wavelengths. It offers protection against UV-B-induced cyclobutane pyrimidine dimers. Based on the findings in vitro and in cellulo, ensulizole induces damage on the DNA, causes DNA strand breaks and photosensitizes the formation of oxidized guanines via type I and II photosensitization mechanisms following UV-A or UV-B irradiation. Ensulizole is capable of generating reactive oxygen species, including singlet oxygen upon photoexcitation.

A 2025 review by authors in the U.S. and U.K. noted that ensulizole is a water-soluble, photostable sunscreen active ingredient. It absorbs efficiently at short ultraviolet (UV) wavelengths (i.e., UVB) and is used with other UV filters due to its minimal protection against UVA wavelengths. Also, they noted that it is more commonly found in daily use facial products (e.g. moisturizers) and rarely in recreational sunscreen products, which are often water resistant.

Absorption, Distribution and Excretion · 1건

A 2025 review by authors in the U.S. and U.K. used experimentally determined values of 4% for oral absorption in rats and 0.26% for dermal absorption in humans for their risk calculation purposes. Also, the authors noted no evidence of bioaccumulation in rat vivo studies, which they stated is consistent with the high water solubility and low octanol/water partition coefficient.

용도 및 제조

Household ProductsInformation on 7 consumer products that contain Phenylbenzimidazole sulfonic acid in the following categories is provided:
Use ClassificationCosmetics -> Uv filter; Uv absorber
General Manufacturing Information

관련 반응

3건
반응 기록 만들기
HRID 1006199 반응식
HRID 1006199생성물로uspto-grants-2004_09
HRID 2259427 반응식
HRID 2259427생성물로uspto-grants-1995_12
HRID 2259428 반응식
HRID 2259428생성물로uspto-grants-1995_12

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

데이터베이스 식별자

CAS
27503-81-7
PubChem CID
33919
DTXSID
DTXSID3038852
ChEMBL
CHEMBL1987518
ChEBI
CHEBI:135132
UNII
9YQ9DI1W42
EC Number
248-502-0
Nikkaji
J250.527D
자외선 필터광안정기자외선 흡수제
InChI
1S/C13H10N2O3S/c16-19(17,18)10-6-7-11-12(8-10)15-13(14-11)9-4-2-1-3-5-9/h1-8H,(H,14,15)(H,16,17,18)
InChIKey
UVCJGUGAGLDPAA-UHFFFAOYSA-N
SMILES
OS(=O)(=O)c1ccc2[nH]c(nc2c1)-c3ccccc3
LogP
-1.42 at · -1.42 at 25℃
EPA
1 H-Benzimidazole-5-sulfonic · 1H-Benzimidazole-5-sulfonic acid, 2-phenyl- (27503-81-7)

화학적 성질

white fine crystalline powder

Human Toxicity ExcerptsA 2025 review by authors in the U.S. and U.K. noted that postmarketing clinical safety studies reported only occasional local skin effects and no association with systemic toxicity.
Non-Human Toxicity Values · 1건

A 2025 review by authors in the U.S. and U.K. noted that local skin irritation with no systemic effects was noted in a rabbit 3-month repeated-dose dermal toxicity study; however, ensulizole is not classifiable as an irritant, They also noted that ensulizole is non-(photo)sensitizing, non-phototoxic, and has low toxicity in acute (oral, dermal, and intraperitoneal) and subchronic repeated-dose studies in mammalian species. Further, the authors noted that ensulizole is considered non-genotoxic based on negative in vitro studies, and that carcinogenicity is not expected based on a) the negative genotoxicity data, b) empirical evidence from repeated-dose toxicity and developmental toxicity studies, and c) the absence of effects on the androgen, estrogen, thyroid, immune, developmental, or reproductive systems.

안전 데이터

wgk
3
tsca
TSCA listed
HS 번호
29339990
risk_code
36/37/38
hazard_code
Xi,C
safety_code
26-36
스토리지 클래스
11 - Combustible Solids
1H-Benzimidazole-6-sulfonic acid, 2-phenyl-: ACTIVE
응용 분야 · 2건

용도phenylbenzimidazole sulfonic acid (2-phenyl-5-benzimidazolesulfonic acid; 2-phenylbenzimidazole-5-sulfonic acid, ensulizole) is one of 21 FDA-approved sunscreen chemicals for uVB absorption. It has an approved usage level of up to 4 percent in the united States and up to 8 percent in the european union. When combined with a proper base, it becomes a water-soluble sunscreen. It exhibits a very effective use level versus SPF relationship when compared to other sunscreen chemicals. In addition, when combined with other uVB absorbers, it seems to significantly boost SPF. It can also help protect a product from deterioration when exposed to uV light. Also considered excellent for use in clear sunscreen gels.

일반 설명2-Phenyl-5-benzimidazolesulfonic acid has been reported as a UV filter and its removal from aerobically treated gray water by ozonation and adsorption onto activated carbon has been reported. It is a xenobiotic compound detected in gray water from houses and effluents of the biological treatment systems (aerobic, anaerobic, and combined anaerobic+aerobic).

상·하류 제품 정보

상류 원료

3,4-디아미노벤젠술폰산2-페닐벤지미다졸

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