Phenolrot

Phenol Red

HCID 4766CAS 143-74-8
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Grundinformationen

Standard-SMILES
O=S1(=O)OC(c2ccc(O)cc2)(c2ccc(O)cc2)c2ccccc21
InChIKey
BELBBZDIHDAJOR-UHFFFAOYSA-N
Summenformel
C19H14O5S
Durchschnittliche Molmasse
354,4 g/mol
Monoisotopische Masse
354,05619455

Überblick

Phenol red is 3H-2,1-Benzoxathiole 1,1-dioxide in which both of the hydrogens at position 3 have been substituted by 4-hydroxyphenyl groups. A pH indicator changing colour from yellow below pH 6.8 to bright pink above pH 8.2, it is commonly used as an indicator in cell cultures and in home swimming pool test kits. It is also used in the (now infrequently performed) phenolsulfonphthalein (PSP) test for estimation of overall blood flow through the kidney. It has a role as a diagnostic agent, an acid-base indicator and a two-colour indicator. It is a member of phenols, a 2,1-benzoxathiole, a sultone and an arenesulfonate ester.

Namen und Bezeichner

Bevorzugter Name
Phenol Red
IUPAC
4-[3-(4-hydroxyphenyl)-1,1-dioxo-2,1λ6-benzoxathiol-3-yl]phenol
Lokaler Name
Phenolrot
Englischer Name
Phenol Red
Summenformel
C19H14O5S
Molmasse
354.38

Namen und Synonyme

PHENOL REDphenolsulfonphthalein143-74-8FenolipunaSulphonthalPSP (indicator)PhenolsulphonphthaleinDTXSID8022408NSC-10459I6G9Y0J1OJDTXCID202408CHEBI:31991
Weitere Namen anzeigen
PRA-HYDROXY-A A-BIS(P-HYDROXYPHENYL)-O-TOLUENESULFONIC ACID G-SULTONEPRGRNR3C3P3532-5GPhenolrdePhenol re
Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis-, (S,S-dioxide)3,3-bis(4-hydroxyphenyl)-3H-2,1??-benzoxathiole-1,1-dioneRefChem:1728812-(Bis(4-hydroxyphenyl)methyliumyl)benzenesulfonate205-609-7SulfonphthalSulphentalPhenolred

Datenbank-Bezeichner

CAS
143-74-8
PubChem CID
4766
DTXSID
DTXSID8022408
ChEMBL
CHEMBL258921
ChEBI
CHEBI:31991
UNII
I6G9Y0J1OJ
EC Number
205-609-7
Nikkaji
J3.779.134B

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3
Polarare Oberfläche (TPSA)
92,2 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
5
Frei drehbare Bindungen
2
Schwere Atome
25

Experimentelle und physikochemische Eigenschaften

Chemical ClassesDyes -> Indicator Dyes
LogP3.02
Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionOdorless, red solid; Available as pure compound, soluble monosodium salt, and dilute solutions; [CHEMINFO]
Collision Cross Section179.8 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID2044420]

Physikochemische Eigenschaften

Schmelzpunkt
300 °C · >300 °C
Siedepunkt
300 °C · >300°C
Dichte
1.445 Mg · 1.445 Mg m-3
Brechungsindex
1.53 · 1.5300 (estimate)
Flammpunkt
300 °C · >300°C
storage temp.
no restrictions.

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 1.4% (3 of 211) of reports.

Warning

H315 (98.6%): 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 211 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis-, S,S-dioxide

Phenolsulfonphthalein: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryDust may be irritating if inhaled; [CHEMINFO]
Hazard Classes and CategoriesSkin Irrit. 2 (98.6%)

Sicherheitsdaten

wgk
3
tsca
TSCA listed
hs_code
29349990
RTECS-Nr.
SJ7490000
risk_code
36/37/38-34
Toxizität
LD50 orl-rat: >600 mg/kg CTOXAO 4(2),185,71

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

V - Various

QV - Various

MeSH Pharmacological Classification · 2 Einträge

Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)

Chemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as INDICATORS AND REAGENTS.

Verwendung und Herstellung

UsesUsed as a pH indicator and marker of kidney function and other physiological functions; [CHEMINFO] Used as a pH indicator for the pH range of 6.4-8.2; [Ullmann]
Household ProductsInformation on 1 consumer products that contain Phenolsulfonphthalein in the following categories is provided:
General Manufacturing InformationPhenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis-: ACTIVE
Anwendungen · 2 Einträge

BeschreibungPhenol red belongs to the class of triphenylmethane dyes and is widely used in the textile industry.

VerwendenPhenol red is used as a non absorbed marker in gravimetric method. It is a pH indicator used in cell biology laboratories and in home swimming pool test kits. It is used to check the kidney function based on the excreted phenol red by colorimetric method.

Darstellung

synthetischePhenol red is prepared in Dulbecco′s Phosphate Buffered Saline.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: 3H-2,1-Benzoxathiole 1,1-dioxide in which both of the hydrogens at position 3 have been substituted by 4-hydroxyphenyl groups. A pH indicator changing colour from yellow below pH 6.8 to bright pink above pH 8.2, it is commonly used as an indicator in cell cultures and in home swimming pool test kits. It is also used in the (now infrequently performed) phenolsulfonphthalein (PSP) test for estimation of overall blood flow through the kidney.

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