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2-Methoxy-p-toluidine, with the chemical formula C8H11NO, is an aromatic amine and a derivative of toluidine. It is a versatile chemical compound that serves as a precursor in the production of dyes and pigments, and is also used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Its potential applications in cancer treatment and tumor development research, alongside its recognized toxic and irritating properties, highlight the need for careful handling and consideration of its health risks in various industrial and biomedical applications.

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  • 39538-68-6 Structure
  • Basic information

    1. Product Name: 2-methoxy-p-toluidine
    2. Synonyms: 2-methoxy-p-toluidine;2-Methoxy-4-methylaniline 98%
    3. CAS NO:39538-68-6
    4. Molecular Formula: C8H11NO
    5. Molecular Weight: 137.17904
    6. EINECS: 254-498-1
    7. Product Categories: Amines;Building Blocks;C8;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
    8. Mol File: 39538-68-6.mol
  • Chemical Properties

    1. Melting Point: 31-33℃
    2. Boiling Point: 236.9°Cat760mmHg
    3. Flash Point: 104°C
    4. Appearance: /
    5. Density: 1.043g/mLat 25℃
    6. Vapor Pressure: 0.0462mmHg at 25°C
    7. Refractive Index: 1.549
    8. Storage Temp.: 2-8°C(protect from light)
    9. Solubility: N/A
    10. PKA: 4.97±0.10(Predicted)
    11. CAS DataBase Reference: 2-methoxy-p-toluidine(CAS DataBase Reference)
    12. NIST Chemistry Reference: 2-methoxy-p-toluidine(39538-68-6)
    13. EPA Substance Registry System: 2-methoxy-p-toluidine(39538-68-6)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 22
    3. Safety Statements: N/A
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 39538-68-6(Hazardous Substances Data)

39538-68-6 Usage

Uses

Used in Dye and Pigment Production:
2-Methoxy-p-toluidine is used as a precursor in the chemical industry for the production of dyes and pigments, contributing to the coloration of various products.
Used in Pharmaceutical and Agrochemical Synthesis:
As an intermediate, 2-Methoxy-p-toluidine plays a crucial role in the synthesis of pharmaceuticals and agrochemicals, aiding in the development of new drugs and agricultural products.
Used in Cancer Research and Treatment:
2-Methoxy-p-toluidine is utilized in biomedical research for its potential application in the treatment of cancer, as well as in studies exploring its role in tumor development, offering insights into novel therapeutic approaches.
Used in Occupational Health and Safety:
Identified as a potential occupational hazard, 2-Methoxy-p-toluidine necessitates the implementation of safety measures to mitigate its toxic and irritating effects on workers in industries where it is handled or used.

Check Digit Verification of cas no

The CAS Registry Mumber 39538-68-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,9,5,3 and 8 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 39538-68:
(7*3)+(6*9)+(5*5)+(4*3)+(3*8)+(2*6)+(1*8)=156
156 % 10 = 6
So 39538-68-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H11NO/c1-6-3-4-7(9)8(5-6)10-2/h3-5H,9H2,1-2H3

39538-68-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Methoxy-4-methylaniline

1.2 Other means of identification

Product number -
Other names 3-methoxy-4-aminotoluene

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:39538-68-6 SDS

39538-68-6Relevant articles and documents

CalFluors: A Universal Motif for Fluorogenic Azide Probes across the Visible Spectrum

Shieh, Peyton,Dien, Vivian T.,Beahm, Brendan J.,Castellano, Joseph M.,Wyss-Coray, Tony,Bertozzi, Carolyn R.

, p. 7145 - 7151 (2015)

Fluorescent bioorthogonal smart probes across the visible spectrum will enable sensitive visualization of metabolically labeled molecules in biological systems. Here we present a unified design, based on the principle of photoinduced electron transfer, to access a panel of highly fluorogenic azide probes that are activated by conversion to the corresponding triazoles via click chemistry. Termed the CalFluors, these probes possess emission maxima that range from green to far red wavelengths, and enable sensitive biomolecule detection under no-wash conditions. We used the CalFluor probes to image various alkyne-labeled biomolecules (glycans, DNA, RNA, and proteins) in cells, developing zebrafish, and mouse brain tissue slices.

NEW COMPOUND HAVING FGFR INHIBITORY ACTIVITY AND PREPARATION AND APPLICATION THEREOF

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Paragraph 0115; 0116, (2019/05/30)

The present invention relates to a new compound having an FGFR inhibitory activity and preparation and application thereof. In particular, the compound according to the present invention has a structure as shown in formula I, wherein each group and substituent are as defined in the description. Also disclosed in the present invention are a preparation method for the compound and a use thereof in preparation of a drug for treating and/or preventing a tumor-related disease and/or an FGFR-related disease.

Discovery of Rogaratinib (BAY 1163877): a pan-FGFR Inhibitor

Collin, Marie-Pierre,Lobell, Mario,Hübsch, Walter,Brohm, Dirk,Schirok, Hartmut,Jautelat, Rolf,Lustig, Klemens,B?mer, Ulf,V?hringer, Verena,Héroult, Mélanie,Grünewald, Sylvia,Hess-Stumpp, Holger

supporting information, p. 437 - 445 (2018/02/21)

Rogaratinib (BAY 1163877) is a highly potent and selective small-molecule pan-fibroblast growth factor receptor (FGFR) inhibitor (FGFR1–4) for oral application currently being investigated in phase 1 clinical trials for the treatment of cancer. In this publication, we report its discovery by de novo structure-based design and medicinal chemistry optimization together with its pharmacokinetic profile.

Direct synthesis of anilines and nitrosobenzenes from phenols

St Amant,Frazier,Newmeyer,Fruehauf,Read De Alaniz

, p. 5520 - 5524 (2016/07/06)

A one-pot synthesis of anilines and nitrosobenzenes from phenols has been developed using an ipso-oxidative aromatic substitution (iSOAr) process. The products are obtained in good yields under mild and metal-free conditions. The leaving group effect on reactions that proceed through mixed quionone monoketals has also been investigated and a predictive model has been established.

Synthesis of cell-permeable stapled BH3 peptide-based Mcl-1 inhibitors containing simple aryl and vinylaryl cross-linkers

Muppidi, Avinash,Doi, Kenichiro,Ramil, Carlo P.,Wang, Hong-Gang,Lin, Qing

, p. 7740 - 7745 (2014/12/10)

We report the synthesis of a series of distance-matching aryl and vinylaryl cross-linkers for constructing stapled peptides containing cysteines at i,i+7 positions. Langevin dynamics simulation studies helped to classify these cross-linkers into two categories: the rigid cross-linkers with narrower S-S distance distribution and the flexible cross-linkers with wider S-S distance distribution. The stapled Noxa BH3 peptides with the flexible distance-matching cross-linkers gave the highest degree of helicity as well as the most potent inhibitory activity against Mcl-1. However, the stapled peptides with the highest hydrophobicity showed the most efficient cellular uptake. Together, this work illustrates the divergent nature of binding affinity and cellular uptake, and the vital importance of choosing appropriate cross-linkers in constructing stapled peptides with the drug-like properties.

A tandem reduction-oxidation protocol for the conversion of 1-keto-1,2,3,4-tetrahydrocarbazoles to carbazoles via tosylhydrazones through microwave assistance: Efficient synthesis of glycozoline, clausenalene, glycozolicine, and deoxycarbazomycin B and the total synthesis of murrayafoline A

Chakraborty, Suchandra,Chattopadhyay, Gautam,Saha, Chandan

, p. 91 - 98 (2013/04/10)

A novel and efficient methodology for the synthesis of carbazoles from 1-keto-1,2,3,4-tetrahydrocarbazoles via the corresponding tosylsulfonhydrazones by a one-pot tandem reduction-oxidation protocol using a combination of NaBH4 and Pd-C on MgSO4·7H2O, a solid support, under microwave is developed. The reaction is successfully extended toward the synthesis of several naturally occurring carbazole alkaloids, namely 3-methylcarbazole, glycozoline, clausenalene, glycozolicine, murrayafoline A, and deoxycarbazomycin B, a carbazole derivative that is known to have a promising antimicrobial activity.

SUBSTITUTED BENZOTHIENYL - PYRROLOTRIAZINES AND USES THEREOF IN THE TREATMENT CANCER

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Page/Page column 45, (2013/07/05)

This invention relates to novel substituted 5-(l-benzothiophen-2-yl)pyrrolo[2,l-fJ[l,2,4]triazin-4-amine derivatives having protein tyrosine kinase inhibitory activities, to processes for the preparation of such compounds, to pharmaceutical compositions containing such compounds, and to the use of such compounds or compositions for treating proliferative disorders, in particular cancer and tumor diseases.

Disubstituted benzothienyl-pyrrolotriazines and uses thereof

-

Paragraph 0395; 0396; 0397; 0398, (2013/06/28)

This invention relates to novel substituted 5-(1-benzothiophen-2-yl)pyrrolo[2,1-f][1,2,4]triazin-4-amine derivatives having protein tyrosine kinase inhibitory activities, to processes for the preparation of such compounds, to pharmaceutical compositions containing such compounds, and to the use of such compounds or compositions for treating proliferative disorders, in particular cancer and tumor diseases.

SUBSTITUTED BENZOTHIENYL-PYRROLOTRIAZINES AND USES THEREOF

-

Page/Page column 47, (2013/09/12)

This invention relates to novel substituted 5-(1-benzothiophen-2-yl)pyrrolo[2,1-f][1,2,4]triazin-4-amine derivatives having protein tyrosine kinase inhibitory activities, to processes for the preparation of such compounds, to pharmaceutical compositions containing such compounds, and to the use of such compounds or compositions for treating proliferative disorders, in particular cancer and tumor diseases.

DISUBSTITUTED BENZOTHIENYL-PYRROLOTRIAZINES AND THEIR USE AS FGFR KINASE INHIBITORS

-

Page/Page column 58, (2013/07/05)

This invention relates to novel substituted 5-(1-benzothiophen-2-yl) pyrrolo[2,1-f][1,2,4]triazin-4-amine derivatives of formula (I) wherein R1 is hydrogen, chloro, methyl or methoxy, R2 is hydrogen or methoxy, with the proviso that at least one of R1 and R2 is other than hydrogen, G1 represents chloro, (C1-C4)-alkyl, (C1-C4)-alkoxycarbonyl, 5-membered aza-heteroaryl, or the group -CH2-OR3, -CH2-NR4R5 or -C(=0)- NR4R6, and G2 represents chloro, cyano, (C1-C4)-alkyl, or the group - CR8AR8B-OH, -CH2-NR9R10, -C(=0)-NR11R12 or -CH2-OR15, having protein tyrosine kinase inhibitory activities, to processes for the preparation of such compounds, to pharmaceutical compositions containing such compounds, and to the use of such compounds or compositions for treating proliferative disorders, in particular cancer and tumor diseases.

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