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2-[5-(3-Chlorophenyl)-2-furanyl]-4,5-bis(4-methoxyphenyl)-1H-imidazole, also known as Neurodazine, is a cell-permeable trisubstituted imidazole compound that induces neurogenesis in non-pluripotent C2C12 myoblasts and cells derived from mature human skeletal muscle cultures. It preferentially upregulates genes involved in neurogenesis without affecting those involved in myogenesis.

937807-66-4

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937807-66-4 Usage

Uses

Used in Neurogenesis Applications:
Neurodazine is used as a neurogenesis inducer for non-pluripotent C2C12 myoblasts and cells derived from mature human skeletal muscle. It promotes the upregulation of genes involved in neurogenesis, particularly the B-cell translocation gene 2, without affecting genes related to myogenesis.
Used in Pharmaceutical Industry:
Neurodazine is used as a pharmaceutical compound for the development of treatments targeting neurodegenerative diseases and promoting neural regeneration. Its ability to induce neurogenesis in mature skeletal muscle cells makes it a promising candidate for therapeutic applications in regenerative medicine and neuroprotection.

Biochem/physiol Actions

Neurodazine is a promoter of neurogenesis. It induces a generation of new nerve cells from skeletal muscle fibers both immature, differentiated myotubes and mature skeletal muscle. Neurodazine promotes the expression of neuron-specific markers in treated C2C12 cells (neurogenesis). In addition, in conjunction with a microtubule-destabilizing agent, Neurodazine allows neurogenic conversion of both differentiated immature myotubes and mature skeletal muscle. Neurodazine is a potential alternative approach to using stem cells.

References

1) Williams?et al. (2007),?Synthetic small molecules that induce neurogenesis in skeletal muscle; J. Am. Chem. Soc.,?129?9258

Check Digit Verification of cas no

The CAS Registry Mumber 937807-66-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,3,7,8,0 and 7 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 937807-66:
(8*9)+(7*3)+(6*7)+(5*8)+(4*0)+(3*7)+(2*6)+(1*6)=214
214 % 10 = 4
So 937807-66-4 is a valid CAS Registry Number.

937807-66-4 Well-known Company Product Price

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  • Sigma

  • (N6664)  Neurodazine  ≥98% (HPLC)

  • 937807-66-4

  • N6664-5MG

  • 1,598.22CNY

  • Detail
  • Sigma

  • (N6664)  Neurodazine  ≥98% (HPLC)

  • 937807-66-4

  • N6664-25MG

  • 6,288.75CNY

  • Detail

937807-66-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-[5-(3-chlorophenyl)furan-2-yl]-4,5-bis(4-methoxyphenyl)-1H-imidazole

1.2 Other means of identification

Product number -
Other names Neurodazine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:937807-66-4 SDS

937807-66-4Downstream Products

937807-66-4Relevant academic research and scientific papers

Synthetic small molecules that induce neurogenesis in skeletal muscle

Williams, Darren R.,Lee, Myung-Ryul,Song, Young-Ah,Ko, Sung-Kyun,Kim, Gun-Hee,Shin, Injae

, p. 9258 - 9259 (2007)

Neurons are not regenerated effectively, and their injury causes neurodegenerative diseases. These diseases may be treated by the transplantation of neural stem cells. However, ethical and technical issues restrict cell therapies using neural stem cells.

Triorganoindium reagents in selective palladium-catalyzed cross-coupling with iodoimidazoles: Synthesis of neurodazine

Prez-Caaveiro, Cristina,Prez Sestelo, Jos,Martnez, M. Montserrat,Sarandeses, Luis A.

, p. 9586 - 9593 (2015/02/19)

Triorganoindium reagents (R3In, R = aryl, heteroaryl, alkynyl) react selectively under palladium catalysis with N-benzyl-2,4,5-triiodoimidazole to afford the C-2 monocoupling products. The reaction proceeds efficiently for a variety of aryl- and heteroarylindium reagents with the transfer of all three organic groups attached to the metal. The coupling products can be used in a subsequent two-fold cross-coupling to give trisubstituted imidazoles in good yields. This approach was employed to synthesize neurodazine and analogues in good yields. (Chemical Equation Presented).

Selective sequential cross-coupling reactions on imidazole towards neurodazine and analogues

Recnik, Lisa-Maria,Abd El Hameid, Mohammed,Haider, Maximilian,Schnuerch, Michael,Mihovilovic, Marko D.

, p. 1387 - 1405 (2013/07/05)

Polysubstituted imidazoles represent a common structural motif in bioactive molecules. A modular and flexible strategy towards 2,4,5-triarylated imidazoles is reported applying a Suzuki-Miyaura cross-coupling protocol. Employing 1-protected 2,4,5-tribromoimidazole as starting material, both stepwise and one-pot protocols towards the title compounds are disclosed. The utility of the approach was demonstrated by synthesizing neurodazine, a biologically active molecule affecting neuronal cell differentiation.

Compounds inducing differentiation of myoblasts or muscle fibers into neuron cells, pharmaceutical composition including said compounds, a method for inducing neuron differentiation and a screening method for identifying additional compounds useful for in

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Page/Page column 7, (2010/11/27)

The present invention relates to compounds inducing differentiation of myoblasts or muscle fibers into neuron cells, pharmaceutical composition including said compounds, a method for inducing neuron differentiation and a screening method for identifying a

COMPOUNDS INDUCING DIFFERENTIATION OF MYOBLASTS OR MUSCLE FIBERS INTO NEURON CELLS, PHARMACEUTICAL COMPOSITION INCLUDING SAID COMPOUNDS, A METHOD FOR INDUCING NEURON DIFFERENTIATION AND A SCREENING METHOD FOR IDENTIFYING ADDITIONAL COMPOUNDS USEFUL FOR IN

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Page/Page column 9, (2010/11/27)

The present invention relates to compounds inducing differentiation of myoblasts or muscle fibers into neuron cells, pharmaceutical composition including said compounds, a method for inducing neuron differentiation and a screening method for identifying a

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