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METHYL 4-IODO-3-METHYLBENZOATE is an organic compound that serves as an essential intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its unique chemical structure, which includes a benzoate group with an iodine atom at the 4-position and a methyl group at the 3-position.

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  • 5471-81-8 Structure
  • Basic information

    1. Product Name: METHYL 4-IODO-3-METHYLBENZOATE
    2. Synonyms: METHYL 4-IODO-3-METHYLBENZOATE;METHYL 4-IODO-M-TOLUATE;4-IODO-3-METHYLBENZOIC ACID METHYL ESTER;4-IODO-M-TOLUIC ACID METHYL ESTER;4-Iodo-m-toluic Acid Methyl Ester 4-Iodo-3-methylbenzoic Acid Methyl Ester Methyl 4-Iodo-m-toluate;2-Iodo-5-(methoxycarbonyl)toluene, Methyl 4-iodo-m-toluate
    3. CAS NO:5471-81-8
    4. Molecular Formula: C9H9IO2
    5. Molecular Weight: 276.07
    6. EINECS: N/A
    7. Product Categories: Aromatic Esters;Acids & Esters;Iodine Compounds;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
    8. Mol File: 5471-81-8.mol
  • Chemical Properties

    1. Melting Point: 59-62°C
    2. Boiling Point: 106 °C / 4mmHg
    3. Flash Point: 134.6 °C
    4. Appearance: /
    5. Density: 1.666 g/cm3
    6. Vapor Pressure: 0.00123mmHg at 25°C
    7. Refractive Index: 1.588
    8. Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
    9. Solubility: Slightly soluble in methanol.
    10. Sensitive: Light Sensitive
    11. CAS DataBase Reference: METHYL 4-IODO-3-METHYLBENZOATE(CAS DataBase Reference)
    12. NIST Chemistry Reference: METHYL 4-IODO-3-METHYLBENZOATE(5471-81-8)
    13. EPA Substance Registry System: METHYL 4-IODO-3-METHYLBENZOATE(5471-81-8)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: 36/37/38
    3. Safety Statements: 24/25-37-26
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 5471-81-8(Hazardous Substances Data)

5471-81-8 Usage

Uses

Used in Pharmaceutical Industry:
METHYL 4-IODO-3-METHYLBENZOATE is used as a key intermediate in the synthesis of novel colchicine-derived nitrate esters. These esters are known for their immunosuppressant properties and are being developed as potential therapeutic agents for various medical conditions.
METHYL 4-IODO-3-METHYLBENZOATE is used as a precursor for the development of colchicine-derived nitrate esters, which exhibit immunosuppressant activity. This application is particularly relevant in the pharmaceutical industry, where these compounds may be utilized to treat autoimmune diseases and other conditions requiring immunosuppression.

Check Digit Verification of cas no

The CAS Registry Mumber 5471-81-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,4,7 and 1 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 5471-81:
(6*5)+(5*4)+(4*7)+(3*1)+(2*8)+(1*1)=98
98 % 10 = 8
So 5471-81-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H9IO2/c1-6-5-7(9(11)12-2)3-4-8(6)10/h3-5H,1-2H3

5471-81-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • Alfa Aesar

  • (B25395)  Methyl 4-iodo-3-methylbenzoate, 98%   

  • 5471-81-8

  • 5g

  • 393.0CNY

  • Detail
  • Alfa Aesar

  • (B25395)  Methyl 4-iodo-3-methylbenzoate, 98%   

  • 5471-81-8

  • 25g

  • 1205.0CNY

  • Detail
  • Alfa Aesar

  • (B25395)  Methyl 4-iodo-3-methylbenzoate, 98%   

  • 5471-81-8

  • 100g

  • 4004.0CNY

  • Detail

5471-81-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name METHYL 4-IODO-3-METHYLBENZOATE

1.2 Other means of identification

Product number -
Other names Methyl4-Iodo-3-Methylbenzoate

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:5471-81-8 SDS

5471-81-8Relevant articles and documents

Palladium-Catalyzed Norbornene-Mediated Tandem Amination/Cyanation Reaction: A Method for the Synthesis of ortho-Aminated Benzonitriles

Luo, Bo,Gao, Jin-Ming,Lautens, Mark

supporting information, p. 4166 - 4169 (2016/10/12)

A palladium-catalyzed, norbornene-mediated tandem amination/cyanation reaction via Catellani-type C-H functionalization was developed using N-benzoyloxyamines as the amination reagent and Zn(CN)2 as the terminating agent. This transformation, in which one C-N bond and one C-C bond are formed, provides an efficient approach for the synthesis of ortho-aminated benzonitriles in one pot from easily accessible starting materials.

One-pot palladium-catalyzed synthesis of selectively substituted phenanthridines by sequential aryl-aryl and heck couplings, aza-michael and retro-mannich reactions

Della Ca, Nicola,Motti, Elena,Mega, Antonio,Catellani, Marta

supporting information; experimental part, p. 1451 - 1454 (2010/08/19)

A catalytic synthesis of selectively substituted phenanthridines is achieved through a reaction sequence involving palladium/norbornene-catalyzed unsymmetrical aryl-aryl and Heck couplings followed by aza-Michael and retro-Mannich reactions. In spite of the many steps involved the method is very simple and allows the formation of selectively substituted phenanthridines under mild conditions in a straightforward one-pot reaction starting from readily available aryl iodides and bromides.

HETEROARYLAMIDE LOWER CARBOXYLIC ACID DERIVATIVE

-

Page/Page column 170-171, (2009/02/10)

To provide a novel compound which has S1P receptor agonistic activity, exhibits excellent immunosuppressing effect, gives less adverse side effects, and can be orally administered. The invention provides a compound represented by general formula (I) (wherein A is a single bond, -O-, or - CH2-; R1 represents a hydrogen atom or a C1-C6 alkyl group, and V represents any one group selected from among the following groups (1) to (3) : (1) -G1-, (2) -G2-N(R2) -G3-, and (3) a group represented by formula 2, wherein each of Z1 and Z2 represents a hydrogen atom or a C1-C6 alkyl group, Z3 represents a hydrogen or the like, Q represents -CH2-O- or the like, and Y represents a group represented by foumula 3, a salt thereof, or a solvate thereof.

Design, synthesis and identification of novel colchicine-derived immunosuppressant

Chang, Dong-Jo,Yoon, Eun-Young,Lee, Geon-Bong,Kim, Soon-Ok,Kim, Wan-Joo,Kim, Young-Myeong,Jung, Jong-Wha,An, Hongchan,Suh, Young-Ger

scheme or table, p. 4416 - 4420 (2010/04/05)

Synthesis and biological evaluation of various colchicine analogues through the mixed-lymphocyte reaction (MLR), lymphoproliferation, and inhibitory effects on the inflammatory genes are described. In addition, a new series of immunosuppressive agents developed on the structural basis of colchicine, as well as their structure-activity relationships is reported. The most potent analogue 20a exhibited an excellent immunosuppressive activity on in vivo skin-allograft model, which is comparable to that of cyclosporin A.

Preparation of annulated nitrogen-containing heterocycles via a one-pot palladium-catalyzed alkylation/direct arylation sequence

Blaszykowski, Christophe,Aktoudianakis, Evangelos,Bressy, Cyril,Alberico, Dino,Lautens, Mark

, p. 2043 - 2045 (2007/10/03)

A palladium-catalyzed/norbornene-mediated sequential coupling reaction involving an aromatic sp2 C-H functionalization as the key step is described, in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one pot. A variety of hig

Palladium-catalyzed sequential alkylation-alkenylation reactions. Application to the synthesis of 2-substituted-4-benzoxepines and 2,5-disubstituted-4-benzoxepines

Lautens, Mark,Paquin, Jean-Francois,Piguel, Sandrine

, p. 3972 - 3974 (2007/10/03)

The synthesis of 2-substituted-4-benzoxepines and 2,5-disubstituted-4-benzoxepines from aryl iodides and bromoenoates is described. This methodology is based on a palladium-catalyzed aromatic substitution followed by an intramolecular Heck sequence. Under

RXR-agonist polycyclic aromatic compounds, pharmaceutical/cosmetic compositions comprising said compound and uses thereof

-

, (2008/06/13)

Novel pharmaceutically/cosmetically-active polycyclic aromatic compounds having the structural formula (I): wherein Ar is a radical having one of the formulae (a)-(e): which are useful for the treatment of a wide variety of disease states, whether human or veterinary, for example dermatological, rheumatic, respiratory, cardiovascular and ophthalmological disorders, as well as for the treatment of mammalian skin and hair conditions/disorders are provided. In particular, based on their RXR-agonist activity, these compounds may be used to treat noninsulin-dependent diabetes mellitus (NIDDM) and obesity.

Polyaromatic propynyl compounds and pharmaceutical/cosmetic compositions comprised thereof

-

, (2008/06/13)

Novel pharmaceutically/cosmetically-active polyaromatic propynyl compounds have the structural formula (1): STR1 in which X is one of the radicals: STR2 and are useful for the treatment of a wide variety of disease states, whether human or veterinary, for example dermatological, rheumatic, respiratory, cardiovascular and ophthalmological disorders, as well as for the treatment of mammalian skin and hair conditions/disorders.

Polycyclic aromatic compounds and pharmaceutical/cosmetic compositions comprised thereof

-

, (2008/06/13)

Novel pharmaceutically/cosmetically-active polycyclic aromatic compounds have the structural formula (I): STR1 wherein Ar is a radical having one of the formulae (a)-(i): STR2 and are useful for the treatment of a wide variety of disease states, whether human or veterinary, for example dermatological, rheumatic, respiratory, cardiovascular and ophthalmological disorders, as well as for the treatment of mammalian skin and hair conditions/disorders.

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