Synonym
Indophenol; Benzenoneindophenol; Phenolindophenol;
IUPAC/Chemical Name
4-((4-hydroxyphenyl)imino)cyclohexa-2,5-dien-1-one
InChi Key
RSAZYXZUJROYKR-UHFFFAOYSA-N
InChi Code
1S/C12H9NO2/c14-11-5-1-9(2-6-11)13-10-3-7-12(15)8-4-10/h1-8,14H
SMILES Code
OC1=CC=C(C=C1)N=C2C=CC(=O)C=C2
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
199.21
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Umegaki K, Ito M, Yokotani K, Yamada S. Improved Indophenol Titration Method for Ascorbic Acid Using a Dropper and Electronic Balance: Enhanced Convenience and Efficiency. Shokuhin Eiseigaku Zasshi. 2024;65(1):1-6. doi: 10.3358/shokueishi.65.1. PMID: 38432896.
2: Ritter H, Wendt GG. Indophenol Oxydase Variability. Humangenetik. 1971;14(1):72. doi: 10.1007/BF00273037. PMID: 4111506.
3: Dupuy C, Kaniewski J, Ohayon R, Dème D, Virion A, Pommier J. Nonenzymatic NADPH-dependent reduction of 2,6-dichlorophenol-indophenol. Anal Biochem. 1990 Nov 15;191(1):16-20. doi: 10.1016/0003-2697(90)90379-n. PMID: 1964024.
4: Shinkawa N, Marukawa M, Wada K, Yukawa N. Methodological considerations of the acetaminophen Detection Kit®: Involvement of molecular oxygen (O2) in an indophenol reaction. Leg Med (Tokyo). 2023 Sep;64:102278. doi: 10.1016/j.legalmed.2023.102278. Epub 2023 Jun 1. PMID: 37276824.
5: SIEGEL I. INDOPHENOL OXIDASE AND PEROXIDASE ACTIVITIES IN MAMMALIAN ERYTHROCYTES. J Histochem Cytochem. 1965 Feb;13:141-6. doi: 10.1177/13.2.141. PMID: 14293040.
6: Jain A, Soni S, Verma KK. Combined liquid phase microextraction and fiber- optics-based cuvetteless micro-spectrophotometry for sensitive determination of ammonia in water and food samples by the indophenol reaction. Food Chem. 2021 Mar 15;340:128156. doi: 10.1016/j.foodchem.2020.128156. Epub 2020 Sep 24. PMID: 33011465.
7: GRAHAM SO. Indophenol blue as a chromogenic agent for identification of halogenated aromatic hydrocarbons. Science. 1963 Mar 1;139(3557):835-6. doi: 10.1126/science.139.3557.835. PMID: 13949788.
8: Wakeyama H, Takeshige K, Minakami S. NADPH-dependent reduction of 2,6-dichlorophenol-indophenol by the phagocytic vesicles of pig polymorphonuclear leucocytes. Biochem J. 1983 Feb 15;210(2):577-81. doi: 10.1042/bj2100577. PMID: 6860311; PMCID: PMC1154259.
9: COFFEY DS, HELLERMAN L. OXIDATION OF BIOLOGICAL THIOLS: GLUTATHIONE- INDOPHENOL INTERACTIONS. Biochemistry. 1964 Mar;3:394-402. doi: 10.1021/bi00891a015. PMID: 14155103.
10: García-Castiñeiras S, Velázquez S, Martínez P, Torres N. Aqueous humor hydrogen peroxide analysis with dichlorophenol-indophenol. Exp Eye Res. 1992 Jul;55(1):9-19. doi: 10.1016/0014-4835(92)90086-8. PMID: 1397135.
11: Celada P, Lladó-Pelfort L, Santana N, Kargieman L, Troyano-Rodriguez E, Riga MS, Artigas F. Disruption of thalamocortical activity in schizophrenia models: relevance to antipsychotic drug action. Int J Neuropsychopharmacol. 2013 Nov;16(10):2145-63. doi: 10.1017/S1461145713000643. Epub 2013 Jul 1. PMID: 23809188.
12: Zhu QS, Sprague SG, Beattie DS. Reduction of exogenous quinones and 2,6-dichlorophenol indophenol in cytochrome b-deficient yeast mitochondria: a differential effect on center i and center o of the cytochrome b-c1 complex. Arch Biochem Biophys. 1988 Sep;265(2):447-53. doi: 10.1016/0003-9861(88)90148-8. PMID: 2844120.
13: PERSON P, FINE A. Studies of indophenol blue synthesis. I. The role of free radical formation by heart muscle particulates during the "G" Nadi reaction. J Histochem Cytochem. 1961 Mar;9:190-6. doi: 10.1177/9.2.190. PMID: 14485601.
14: ARMSTRONG JM. THE MOLAR EXTINCTION COEFFICIENT OF 2,6-DICHLOROPHENOL INDOPHENOL. Biochim Biophys Acta. 1964 Apr 4;86:194-7. doi: 10.1016/0304-4165(64)90180-1. PMID: 14166862.
15: Novotny PE, Elser RC. Indophenol method for acetaminophen in serum examined. Clin Chem. 1984 Jun;30(6):884-6. PMID: 6723045.
16: KEISTER DL. Indophenol dyes as catalysts and uncouplers of photophosphorylation. J Biol Chem. 1963 Jul;238:2590-2. PMID: 14031705.
17: Horn DB, Squire CR. The estimation of ammonia using the indophenol blue reaction. Clin Chim Acta. 1966 Aug;14(2):185-94. doi: 10.1016/0009-8981(66)90085-4. PMID: 5967167.
18: Rozengart EV, Basova NE, Suvorov AA, Khovanskikh AE. Indofenolovye khromogennye substraty kholinésteraz razlichnogo proiskhozhdeniia [Indophenol chromogenic substrates of various cholinesterases]. Zh Evol Biokhim Fiziol. 2002 Jan-Feb;38(1):14-9. Russian. PMID: 11966196.
19: CRAWFORD DT, NACHLAS MM. [Evaluation of indophenol derivatives as reagents for demonstrating cytochrome oxidase in tissue sections]. J Histochem Cytochem. 1958 Nov;6(6):438-44. Undetermined Language. doi: 10.1177/6.6.438. PMID: 13598881.
20: Hashihama F, Kanda J, Tauchi A, Kodama T, Saito H, Furuya K. Liquid waveguide spectrophotometric measurement of nanomolar ammonium in seawater based on the indophenol reaction with o-phenylphenol (OPP). Talanta. 2015 Oct 1;143:374-380. doi: 10.1016/j.talanta.2015.05.007. Epub 2015 May 14. PMID: 26078173.
