Bromobimane - ≥95% , CAS No.71418-44-5

CAS: 71418-44-5 Cat. No.: M131292 Formula: C₁₀H₁₁BrN₂O₂ Molecular Weight: 271.11 Beilstein Registry Number: 4430959

GRADE & PURITY ≥95%

Synonyms

1H,7H-Pyrazolo(1,2-a)pyrazole-1,7-dione, 3-(bromomethyl)-2,5,6-trimethyl- | 7-(bromomethyl)-1,2,6-trimethylpyrazolo[1,2-a]pyrazole-3,5-dione | HY-100041 | F3096-1963 | 3-(Bromomethyl)-2,5,6-trimethylpyrazolo[1,2-a]pyrazole-1,7-dione | AS-56313 | Q4973726

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Bromobimane is a fluorescent probe that readily reacts with low molecular weight and protein thiols. It is almost non-fluorescent until it is conjugated to thiol. The reagent is particularly useful for quantifying glutathione.
Thiol-reactive fluorescent probe

Application：

Bromodimethamine is used for the determination of mercaptan by high performance liquid chromatography and is suitable for the fluorescence determination of 2, 3-dimercaptopropane-1-sulfonic acid and other dimercaptan. Bromodimethamine has been used as a fluorescent label for the study of oligomycin sensitive ATPase in bovine heart mitochondria

Specifications

Synonyms

1H,7H-Pyrazolo(1,2-a)pyrazole-1,7-dione, 3-(bromomethyl)-2,5,6-trimethyl- | 7-(bromomethyl)-1,2,6-trimethylpyrazolo[1,2-a]pyrazole-3,5-dione | HY-100041 | F3096-1963 | 3-(Bromomethyl)-2,5,6-trimethylpyrazolo[1,2-a]pyrazole-1,7-dione | AS-56313 | Q4973726

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Bromodimethamine in solution can react with small molecule mercaptan groups (such as GSH) and reactive protein mercaptan groups (such as hemoglobin). The reaction of bromodimethamine with mercaptan is a second-order pH dependent reaction, and after the re

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.

Purity

≥95%

Names and Identifiers

Pubchem Sid

488187516

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488187516

Canonical Smiles

CC1=C(N2C(=C(C(=O)N2C1=O)C)CBr)C

IUPAC Name

7-(bromomethyl)-1,2,6-trimethylpyrazolo[1,2-a]pyrazole-3,5-dione

InChIKey

AHEWZZJEDQVLOP-UHFFFAOYSA-N

INCHI

1S/C10H11BrN2O2/c1-5-7(3)12-8(4-11)6(2)10(15)13(12)9(5)14/h4H2,1-3H3

Isomeric SMILES

CC1=C(N2C(=C(C(=O)N2C1=O)C)CBr)C

Molecular Weight

271.11

Beilstein

4430959

Reaxy-Rn

4186557

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4186557&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrazolopyrazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrazolopyrazoles
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrazolopyrazoles
• Alternative Parents: Pyrazolones Vinylogous amides Pyrazoles Heteroaromatic compounds Lactams Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organobromides Organic oxides Hydrocarbon derivatives Alkyl bromides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Pyrazolopyrazole - Pyrazolinone - Azole - Pyrazole - Heteroaromatic compound - Vinylogous amide - Lactam - Azacycle - Alkyl bromide - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organobromide - Organohalogen compound - Organic oxygen compound - Organic nitrogen compound - Alkyl halide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrazolopyrazoles. These are polycyclic aromatic compounds containing to pyrazole rings fused to each other. Pyrazole is 5-membered ring consisting of three carbon atoms and two adjacent nitrogen centers.
• External Descriptors: a bromoaromatic compound

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (partly), DMSO, DMF, methanol (25 mg/ml), and chloroform.
• Sensitivity: Light sensitive;Heat sensitive
• Refractive Index: 1.64
• Boil Point(°C): 327.8° C
• Melt Point(°C): 161°C
• Molecular Weight: 271.110 g/mol
• XLogP3: 1.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 270 Da
• Monoisotopic Mass: 270 Da
• Topological Polar Surface Area: 40.600 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 437.000
• 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: 1