CAS 77-09-8|Evac-q-kwik|Purga|Phenophthalein|Modane plus|Phthalimetten|Euchessina|Alophen|Laxin|3,3-Bis(4-hydroxyphenyl)-2-benzofuran-1(3H)-one|Phillips gelcaps|Phenolphtaleine [inn-french]|Femilax|...

General Information

Structure

Molecular Formula

C₂₀H₁₄O₄

Molecular Mass

318.32276

Exact Mass

318.08920893

Charge

InChI

InChI=1S/C20H14O4/c21-15-9-5-13(6-10-15)20(14-7-11-16(22)12-8-14)18-4-2-1-3-17(18)19(23)24-20/h1-12,21-22H

InChIKey

KJFMBFZCATUALV-UHFFFAOYSA-N

Canonic Smiles

Oc1ccc(cc1)C1(OC(=O)c2c1cccc2)c1ccc(cc1)O

Isomeric Smiles

O1C(c2c(C1=O)cccc2)(c1ccc(O)cc1)c1ccc(O)cc1

Calculated Properties

JChem

Acid pKa

9.1574335

H Acceptors

H Donor

LogD (pH = 5.5)

4.3532066

LogD (pH = 7.4)

4.345787

Log P

4.3533015

Molar Refractivity

91.0373

Polarizability

34.39085

Polar Surface Area

66.76

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

4.41

LOG S

-4.51

Solubility (Water)

9.92e-03 g/l

Data Source

Names and Identifiers

Brand Name

DoxidanChocolaxPhillips gelcapsEuchessinaEvac-q-kitAlophenPurgenLaxinEvac-q-kwikPurgaFemilaxModane plusPhthalimettenLILOPhthalinSpulmako-laxKoprolEvac-u-genLaxogenEx-laxFeen-a-mint laxative mintsDoxanPruletLaxcapsCorrectolEvac-v-laxPhenolaxTrilaxLax-pillsEspotabsModaneMedilaxColaxAgoralEvac-q-tabsFeen-a-mint gumPurgophen

Synonyms

PhenophthaleinPhenolphtaleine [inn-french]3,3-Bis(4-hydroxyphenyl)-2-benzofuran-1(3H)-onePhenolphthaleinum [inn-latin]Fenolftalein [czech]3,3-Bis(4-hydroxyphenyl)-1(3H)-isobenzofuranoneFenolftaleina [inn-spanish]Dihydroxyphthalophenone3,3-Bis(p-hydroxyphenyl)phthalide3,3-Bis(4-hydroxyphenyl)phthalidePhenolphthaleinAlpha-di(p-hydroxyphenyl)phthalide3,3-双(4-羟基苯基)-1(3H)-异苯并呋喃酮PhenolphthaleinPHENOLPHTHALEIN USP/NF GRADE3,3-bis[4-Hydroxyphenyl]-1-[3H]-isobenzofuranonePHENOLPHTHALEIN ACS REAGENT GRADE酚酞溶液PhenolphthaleinPhenolphthalein solution3,3-bis(4-hydroxyphenyl)-1,3-dihydro-2-benzofuran-1-one酚酞试纸Phenolphthalein Paper酚酞酚酞, ACSPhenolphthalein, ACSTrihydroxytriphenylmethane-2-carboxylic acid lactone

IUPAC name

3,3-bis(4-hydroxyphenyl)-1,3-dihydro-2-benzofuran-1-one

IUPAC Traditional name

purga 3,3-bis(4-hydroxyphenyl)-1,3-dihydro-2-benzofuran-1-one

Names and Identifiers

Registration numbers

EC Number

CAS Number

Merck Index

MDL Number

Beilstein Number

PubChem SID

24846716248498592486029524861369465061082489905824863124248613662486136724859151160967800

Color Index Number

PubChem CID

Chemspider ID

KEGG ID

DrugBank ID

CHEMBL

Wikipedia Title

ATC CODE

Registration numbers

Properties

Safety Information

Download link

Pharmacology Properties

Alters electrolyte-secretion

Direct action on intestinal mucosa

Requires bile for activity

Stimulates myenteric-plexus

Alters water-secretion

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

pH interval: 8.2-9.8

ACS Reagent Grade

MP Biomedicals Rare Chemical collection

Wikipedia

Phenolphthalein

DrugBank

DB04824

Drug Groups

withdrawn

Description

Phenolphthalein was withdrawn in Canada due to concerns with carcinogenicity in 1997.

Indication

Used for over a century as a laxative.

Affected Organisms

Humans and other mammals

External Links

• [Wikipedia]

Sigma Aldrich

31316

Packaging
1 roll with approx. 5 m

34606

General description
Visit our Titration Center to learn more.

34605

General description
Visit our Titration Center to learn more.

319236

Packaging
100 mL in glass bottle

105945

Packaging
2.5 kg in poly drum
50, 100, 500 g in poly bottle
Application
Phenolphthalein is used as a general pH indicator. It is colorless in acidic solutions and turns pink in basic solutions. Phenolphthalein is also used as a model organic compound in the evaluation of the capture efficiency of various cyclodextrin constructs such as nanofiber-CD.

40-2031

Suitability
pH indicator

40-1023

Suitability
for titration

40-1022

Suitability
for titration

Molecule Details

References

PubChem Literature

From Data Sources

• Hubacher, M.H. et al., J. Am. Pharm. Assoc., 1953, 42, 23

• Shahine, S.A. et al., Mikrochim. Acta, 1978, 2, 431, (detn, N2H4)

• Baeyer, A., Annalen, 1880, 202, 69, (synth)

• Bishop, E., Indicators, Pergamon, Oxford, 1972, 92; 192, (use)

• Maute, R.L. et al., Anal. Chem., 1954, 26, 1723, (detn, CN(-))

• Davies, M. et al., J.C.S., 1954, 120, (ir)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 5553, (synonyms)

• Al-Shammary, F.J. et al., Anal. Profiles Drug Subst., 1991, 20, 627, (rev)

• Holzbecher, Z. et al., Handbook of Organic Reagents in Inorganic Analysis, Horwood, Chichester, 1976, (use)

• Houben-Weyl, Methoden Org. Chem. (Houben-Weyl), 4th edn., (Wedemeyer, K.F., Ed.), 1976, 1093

• Berger, S., Tetrahedron, 1981, 37, 1607, (cmr, tautom)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 899

• Sigma-Aldrich Library of Stains, Dyes and Indicators, 563

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, PDO750

• Fitzgerald, L.J. et al., Acta Cryst. C, 1998, 54, 535-539, (cryst struct)

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 1006B, (ir)

• Underwood, H.W. et al., J.A.C.S., 1930, 52, 4084

• Rousselet, R., J. Pharm. Belg., 1971, 26, 568, (ir, tlc)

• Blicke, F.F. et al., J.A.C.S., 1932, 54, 332

• Ziegler, E. et al., Monatsh. Chem., 1969, 100, 1604, (pmr)

• Shahine, S.A. et al., Microchem. J., 1976, 21, 286, (detn, Cl(-))

• Acid-base indicator: pH 8.0 - 10.0.

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Brand Name

Synonyms

IUPAC name

3,3-bis(4-hydroxyphenyl)-1,3-dihydro-2-benzofuran-1-one

IUPAC Traditional name

purga 3,3-bis(4-hydroxyphenyl)-1,3-dihydro-2-benzofuran-1-one

Registration numbers

EC Number

CAS Number

Merck Index

MDL Number

Beilstein Number

PubChem SID

24846716248498592486029524861369465061082489905824863124248613662486136724859151160967800

Color Index Number

PubChem CID

Chemspider ID

KEGG ID

DrugBank ID

CHEMBL

Wikipedia Title

ATC CODE

Molecule Details

pH interval: 8.2-9.8

ACS Reagent Grade

MP Biomedicals Rare Chemical collection

Wikipedia

Phenolphthalein

DrugBank

DB04824

Drug Groups

withdrawn

Description

Phenolphthalein was withdrawn in Canada due to concerns with carcinogenicity in 1997.

Indication

Used for over a century as a laxative.

Affected Organisms

Humans and other mammals

External Links

• [Wikipedia]

Sigma Aldrich

31316

Packaging
1 roll with approx. 5 m

34606

General description
Visit our Titration Center to learn more.

34605

General description
Visit our Titration Center to learn more.

319236

Packaging
100 mL in glass bottle

105945

40-2031

Suitability
pH indicator

40-1023

Suitability
for titration

40-1022

Suitability
for titration

References

PubChem Literature

From Data Sources

• Hubacher, M.H. et al., J. Am. Pharm. Assoc., 1953, 42, 23

• Shahine, S.A. et al., Mikrochim. Acta, 1978, 2, 431, (detn, N2H4)

• Baeyer, A., Annalen, 1880, 202, 69, (synth)

• Bishop, E., Indicators, Pergamon, Oxford, 1972, 92; 192, (use)

• Maute, R.L. et al., Anal. Chem., 1954, 26, 1723, (detn, CN(-))

• Davies, M. et al., J.C.S., 1954, 120, (ir)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 5553, (synonyms)

• Al-Shammary, F.J. et al., Anal. Profiles Drug Subst., 1991, 20, 627, (rev)

• Holzbecher, Z. et al., Handbook of Organic Reagents in Inorganic Analysis, Horwood, Chichester, 1976, (use)

• Houben-Weyl, Methoden Org. Chem. (Houben-Weyl), 4th edn., (Wedemeyer, K.F., Ed.), 1976, 1093

• Berger, S., Tetrahedron, 1981, 37, 1607, (cmr, tautom)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 899

• Sigma-Aldrich Library of Stains, Dyes and Indicators, 563

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, PDO750

• Fitzgerald, L.J. et al., Acta Cryst. C, 1998, 54, 535-539, (cryst struct)

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 1006B, (ir)

• Underwood, H.W. et al., J.A.C.S., 1930, 52, 4084

• Rousselet, R., J. Pharm. Belg., 1971, 26, 568, (ir, tlc)

• Blicke, F.F. et al., J.A.C.S., 1932, 54, 332

• Ziegler, E. et al., Monatsh. Chem., 1969, 100, 1604, (pmr)

• Shahine, S.A. et al., Microchem. J., 1976, 21, 286, (detn, Cl(-))

• Acid-base indicator: pH 8.0 - 10.0.

Bioactivity

PubChem BioAssay

Properties

Safety Information

Download link

Pharmacology Properties

Alters electrolyte-secretion

Direct action on intestinal mucosa

Requires bile for activity

Stimulates myenteric-plexus

Alters water-secretion

Molecule

ID:4368