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Methyl 2-amino-3,5-dimethylbenzoate, commonly known as methyl anthranilate, is an organic compound that is widely used in the fragrance and flavor industry. It is a clear, colorless to pale yellow liquid with a distinctive fruity, grape-like odor. This chemical occurs naturally in a variety of fruits and essential oils, such as grapes, jasmine, and citronella. Methyl anthranilate is valued for its ability to impart a pleasant aroma and flavor, making it a popular choice for use in perfumes, soaps, lotions, foods, and beverages. However, it is also known to be a skin and eye irritant, and caution must be exercised when handling and using this chemical due to its potential harmful effects when inhaled or ingested.

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  • 206551-23-7 Structure
  • Basic information

    1. Product Name: methyl 2-amino-3,5-dimethylbenzoate
    2. Synonyms: methyl 2-amino-3,5-dimethylbenzoate;Benzoic acid, 2-aMino-3,5-diMethyl-, Methyl ester
    3. CAS NO:206551-23-7
    4. Molecular Formula: C10H13NO2
    5. Molecular Weight: 179.22
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 206551-23-7.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 291.63 °C at 760 mmHg
    3. Flash Point: 148.734 °C
    4. Appearance: /
    5. Density: 1.105
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: methyl 2-amino-3,5-dimethylbenzoate(CAS DataBase Reference)
    10. NIST Chemistry Reference: methyl 2-amino-3,5-dimethylbenzoate(206551-23-7)
    11. EPA Substance Registry System: methyl 2-amino-3,5-dimethylbenzoate(206551-23-7)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 206551-23-7(Hazardous Substances Data)

206551-23-7 Usage

Uses

Used in Fragrance Industry:
Methyl 2-amino-3,5-dimethylbenzoate is used as a fragrance ingredient for its fruity, grape-like odor. It is incorporated into perfumes, soaps, and lotions to provide a pleasant and long-lasting scent.
Used in Flavor Industry:
In the flavor industry, methyl anthranilate is used as a flavoring agent in foods and beverages. Its natural grape-like flavor enhances the taste of various products, making them more appealing to consumers.
Used in Insect Repellents:
Methyl 2-amino-3,5-dimethylbenzoate is also employed in insect repellents due to its ability to deter insects. Its presence in the repellent formulations helps protect against insect bites and infestations.
Used as a Wildlife Attractant:
In addition to its use in fragrances and flavors, methyl anthranilate is utilized as an attractant for wildlife. Its natural fruity odor attracts certain animals, making it useful in wildlife management and conservation efforts.

Check Digit Verification of cas no

The CAS Registry Mumber 206551-23-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,0,6,5,5 and 1 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 206551-23:
(8*2)+(7*0)+(6*6)+(5*5)+(4*5)+(3*1)+(2*2)+(1*3)=107
107 % 10 = 7
So 206551-23-7 is a valid CAS Registry Number.

206551-23-7Relevant articles and documents

Rational design of selective inhibitors of PARP4

Cohen, Michael,Kirby, Ilsa T.,Person, Ashley

, p. 1950 - 1957 (2021/12/24)

PARPs (PARP1-16 in humans) are a large family of ADP-ribosyltransferases (ARTs) that have diverse roles in cellular physiology and pathophysiology. Most PARP family members mediate mono-ADP-ribosylation (MARylation) of targets. The function of PARP-mediated MARylation in cells is poorly characterized, due in large part to the paucity of selective small molecule inhibitors of the catalytic activity of individual PARP enzymes. Herein we describe the rational design of selective small molecule inhibitors of PARP4 (also known as vPARP). These inhibitors are based on a quinazolin-4(3H)-one scaffold, and contain substituents at the C-8 position designed to exploit a unique threonine (Thr484, human PARP4 numbering) in the PARP4 nicotinamide sub-pocket. Our most potent analog, AEP07, which contains an iodine at the C-8 position, is at least 12-fold selective over other PARP family members. AEP07 will serve as a useful lead compound for the further development of PARP4 inhibitors that can be used to probe the cellular functions of PARP4 catalytic activity. This journal is

Endothelin antagonists: Substituted mesitylcarboxamides with high potency and selectivity for ET(A) receptors

Wu, Chengde,Decker, E. Radford,Blok, Natalie,Bui, Huong,Chen, Qi,Raju,Bourgoyne, Andree R.,Knowles, Vippra,Biediger, Ronald J.,Market, Robert V.,Lin, Shuqun,Dupré, Brian,Kogan, Timothy P.,Holland, George W.,Brock, Tommy A.,Dixon, Richard A. F.

, p. 4485 - 4499 (2007/10/03)

We have previously disclosed the discovery of 2,4-disubstituted anilinothiophenesulfonamides with potent ET(A)-selective endothelin receptor antagonism and the subsequent identification of sitaxsentan (TBC11251, 1) as a clinical development compound (Wu et al. J. Med. Chem. 1997, 40, 1682 and 1690). The orally active 1 has demonstrated efficacy in a phase II clinical trial of congestive heart failure (Givertz et al. Circulation 1998, 98, Abstr. 3044) and was active in rat models of myocardial infarction (Podesser et al. Circulation 1998, 98, Abstr. 2896) and acute hypoxia-induced pulmonary hypertension (Chen et al. FASEB J. 1996, 10 (3), A104). We now report that an additional substituent at the 6-position of the anilino ring further increases the potency of this series of compounds. It was also found that a wide range of functionalities at the 3-position of the 2,4,6-trisubstituted ring increased ETA selectivity by ~10-fold while maintaining in vitro potency, therefore rendering the compounds amenable to fine-tuning of pharmacological and toxicological profiles with enhanced selectivity. The optimal compound in this series was found to be TBC2576 (7u), which has ~10- fold higher ETA binding affinity than 1, high ET(A)/ET(B) selectivity, and a serum half-life of 7.3 h in rats, as well as in vivo activity.

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