5-Bromo-4-chloro-3-indolyl phosphate p-toluidine salt - BioReagent, Suitable for molecular biology, ≥99%, powder , CAS No.6578-06-9

CAS: 6578-06-9 Cat. No.: B755386 Molecular Weight: 433.62 EC Number: 229-506-1

GRADE & PURITY Suitable for molecular biology, BioReagent, ≥99%, powder

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

For the colorimetric detection of alkaline phosphatase-labeled molecules, 5-Bromo-4-chloro-3-indolyl phosphate (BCIP) and Nitro Blue Tetrazolium (NBT) are available. The BCIP/NBT substrate system is versatile and functions in a variety of applications, including Northern Southern, and Western blotting, in situ hybridization, and immunohistochemistry.

BCIP is provided in two salt forms: the disodium salt which is soluble in water and the p-toluidine form which is soluble in dimethylformamide. These salt forms may be used to prepare a stock solution that in combination with NBT and a reaction buffer, form a substrate solution for alkaline phosphatase. This substrate system, when incubated with alkaline phosphatase, produces an insoluble NBT diformazan product that is easily observable with its purple color. For added convenience, a mixture of BCIP and NBT is provided in an easily dissolvable tablet form or as a ready-to-use liquid.

Specifications

Specifications & Purity

BioReagent, Suitable for molecular biology, ≥99%, powder

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

BioReagent, Suitable for molecular biology

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CC1=CC=C(C=C1)N.C1=CC(=C(C2=C1NC=C2OP(=O)(O)O)Cl)Br
• IUPAC Name: (5-bromo-4-chloro-1H-indol-3-yl) dihydrogen phosphate;4-methylaniline
• InChIKey: QEIFSLUFHRCVQL-UHFFFAOYSA-N
• INCHI: 1S/C8H6BrClNO4P.C7H9N/c9-4-1-2-5-7(8(4)10)6(3-11-5)15-16(12,13)14;1-6-2-4-7(8)5-3-6/h1-3,11H,(H2,12,13,14);2-5H,8H2,1H3
• Isomeric SMILES: CC1=CC=C(C=C1)N.C1=CC(=C(C2=C1NC=C2OP(=O)(O)O)Cl)Br
• WGK Germany: 3
• Molecular Weight: 433.62
• Reaxy-Rn: 15195285
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=15195285&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Organic phosphoric acids and derivatives
      • Subclass Phosphate esters
        • Level5 Aryl phosphates
          • Level6 Aryl phosphomonoesters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Organic phosphoric acids and derivatives
• Subclass: Phosphate esters
• Intermediate Tree Nodes: Aryl phosphates
• Direct Parent: Aryl phosphomonoesters
• Alternative Parents: Indoles Aniline and substituted anilines Aminotoluenes Substituted pyrroles Aryl chlorides Aryl bromides Heteroaromatic compounds Azacyclic compounds Primary amines Organopnictogen compounds Organooxygen compounds Organochlorides Organobromides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Not available
• Substituents: Aryl phosphomonoester - Indole - Indole or derivatives - Aminotoluene - Aniline or substituted anilines - Toluene - Aryl bromide - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Substituted pyrrole - Benzenoid - Heteroaromatic compound - Pyrrole - Azacycle - Organoheterocyclic compound - Primary amine - Organooxygen compound - Organonitrogen compound - Organochloride - Organobromide - Organohalogen compound - Amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as aryl phosphomonoesters. These are aryl phosphates in which the phosphate is monosubstituted.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: DMF: 20 mg/mL H 2 O: insoluble
• Melt Point(°C): 196-198°C
• Molecular Weight: 433.620 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 431.964 Da
• Monoisotopic Mass: 431.964 Da
• Topological Polar Surface Area: 109.000 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 377.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Yihao Li, Nan Zhang, Jiarui Xu, Lijuan Liu, Xiaochuang Cao, Xianyong Lin, Chengliang Sun.  (2023)  Imazethapyr disrupts plant phosphorus homeostasis and acquisition strategies.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:37619275] [10.1016/j.jhazmat.2023.132317]

2. Dan Sun, Weiqing Xu, Chongyang Liang, Wei Shi, Shuping Xu.  (2020)  Smart Surface-Enhanced Resonance Raman Scattering Nanoprobe for Monitoring Cellular Alkaline Phosphatase Activity during Osteogenic Differentiation.  ACS Sensors,      [PMID:32388973] [10.1021/acssensors.0c00428]