MMBC (THIOGLO (R) 1)

Base Information

• Chemical Name: MMBC (THIOGLO (R) 1)
• CAS No.: 137350-66-4
• Molecular Formula: C20H13NO7
• Molecular Weight: 379.326
• Mol file: 137350-66-4.mol

Synonyms:10-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-9-methoxy-3-oxo-3H-benzo[f]chromene-2-carboxylic acid methyl ester;N-(2-carbomethoxy-9-methoxy-3-oxo-3H-naphtho<2,1-b>pyran-10-yl)maleimide;(N-(2-carbomethoxy-9-methoxy-3-oxo-3H-naphtho[2,1-b]pyran-10-yl)maleimide);MMBC;Methyl 10-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-9-methoxy-3-oxo-3H-benzo[f]chromene-2-carboxylate;

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Chemical Property of MMBC (THIOGLO (R) 1)

Chemical Property:

• Boiling Point: 635.5±55.0 °C(Predicted)
• PKA: -2.94±0.20(Predicted)
• PSA: 103.12000
• Density: 1.507±0.06 g/cm3(Predicted)
• LogP: 2.23580

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: ThioGlo1 is a thiol-reactive fluorescent probe. Upon reaction with a thiol group, a fluorescent adduct is formed that displays excitation/emission maxima of 384/513 nm, respectively. It also reacts with sulfite to form a fluorescent adduct with similar spectral characteristics, and interference from sulfite during thiol determination must be accounted for using secondary methods. ThioGlo1 has been used to monitor the oxidative stability of beer. It has been used to monitor the oxidative stability of beer.
• Uses: ThioGlo1 is thiol-reactive dye used for fluorescence labeling of proteomic samples.

Technology Process of MMBC (THIOGLO (R) 1)

There total 5 articles about MMBC (THIOGLO (R) 1) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2,7-dihydroxynaphthalene-1-carbaldehyde (20258-95-1) → N-(2-carbomethoxy-9-methoxy-3-oxo-3H-naphtho<2,1-b>pyran-10-yl)maleimide (137350-66-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 57 percent / piperidine / ethanol / Heating

2: 91 percent / conc. HNO₃, glacial HOAc / 6 h / Ambient temperature

3: 64 percent / K₂CO₃ / acetone / Heating

4: H₂ / 10percent Pd-C / dimethylformamide

5: 2) Ac₂O, NaOAc / 1) CHCl₃, 20h, 2) 1h, reflux

With piperidine; hydrogen; nitric acid; sodium acetate; acetic anhydride; potassium carbonate; acetic acid; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; acetone;

Reference yield:

2-carbomethoxy-9-hydroxy-3H-naphtho<2,1-b>pyran-3-one (137350-65-3) → N-(2-carbomethoxy-9-methoxy-3-oxo-3H-naphtho<2,1-b>pyran-10-yl)maleimide (137350-66-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / conc. HNO₃, glacial HOAc / 6 h / Ambient temperature

2: 64 percent / K₂CO₃ / acetone / Heating

3: H₂ / 10percent Pd-C / dimethylformamide

4: 2) Ac₂O, NaOAc / 1) CHCl₃, 20h, 2) 1h, reflux

With hydrogen; nitric acid; sodium acetate; acetic anhydride; potassium carbonate; acetic acid; palladium on activated charcoal; In N,N-dimethyl-formamide; acetone;

Reference yield:

2-carbomethoxy-9-hydroxy-10-nitro-3H-naphtho<2,1-b>pyran-3-one (137350-67-5) → N-(2-carbomethoxy-9-methoxy-3-oxo-3H-naphtho<2,1-b>pyran-10-yl)maleimide (137350-66-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / K₂CO₃ / acetone / Heating

2: H₂ / 10percent Pd-C / dimethylformamide

3: 2) Ac₂O, NaOAc / 1) CHCl₃, 20h, 2) 1h, reflux

With hydrogen; sodium acetate; acetic anhydride; potassium carbonate; palladium on activated charcoal; In N,N-dimethyl-formamide; acetone;

upstream raw materials:

maleic anhydride

10-amino-2-carbomethoxy-9-methoxy-3H-naphtho<2,1-b>pyran-3-one

2,7-dihydroxynaphthalene-1-carbaldehyde

2-carbomethoxy-9-hydroxy-3H-naphtho<2,1-b>pyran-3-one