1-Methylindole-2-carboxylic acid

Product Name: 1-Methylindole-2-carboxylic acid
CAS No.: 16136-58-6
Chemical Name: 1-Methylindole-2-carboxylic acid
Synonyms: 1-Me-ICA;NSC 68357;AKOS JY2082906;RARECHEM AL BE 0864;2-Carboxy-1-methyl-1H-indole;1-methyl-2-indolecarboxylicacid;1-METHYLINDOLE-2-CARBOXYLIC ACID;N-METHYL-2-INDOLECARBOXYLIC ACID;1-Methyl-2-indolecarboxylic acid;N-Methylindole-2-carboxylic acid
CBNumber: CB2398286
Molecular Formula: C10H9NO2
Formula Weight: 175.18
MOL File: 16136-58-6.mol

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1-Methylindole-2-carboxylic acid Property

Melting point:: 212-213 °C (dec.) (lit.)
Boiling point:: 389.0±15.0 °C(Predicted)
Density: 1.24±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
form: Crystalline Powder
pka: 4.19±0.30(Predicted)
color: Beige
CAS DataBase Reference: 16136-58-6(CAS DataBase Reference)
NIST Chemistry Reference: 1-Methylindole-2-carboxylic acid(16136-58-6)

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Safety

Hazard Codes: Xn,Xi
Risk Statements: 22-36/37/38
Safety Statements: 26
WGK Germany: 3
RTECS: NL6012400
HazardClass: IRRITANT
HS Code: 29339980

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 134155
Product name: 1-Methylindole-2-carboxylic acid
Purity: 98%
Packaging: 1g
Price: $82.5
Updated: 2023/06/20

Sigma-Aldrich

Product number: 134155
Product name: 1-Methylindole-2-carboxylic acid
Purity: 98%
Packaging: 5g
Price: $250
Updated: 2023/06/20

TCI Chemical

Product number: M1519
Product name: 1-Methylindole-2-carboxylic Acid
Purity: >98.0%(GC)(T)
Packaging: 1g
Price: $49
Updated: 2025/07/31

TCI Chemical

Product number: M1519
Product name: 1-Methylindole-2-carboxylic Acid
Purity: >98.0%(GC)(T)
Packaging: 5g
Price: $141
Updated: 2025/07/31

TRC

Product number: M313615
Product name: 1-Methylindole-2-carboxylic acid
Packaging: 1g
Price: $75
Updated: 2021/12/16

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1-Methylindole-2-carboxylic acid Chemical Properties,Usage,Production

Chemical Properties

Beige crystalline powder

Uses

• ;Reactant for preparation of keto-indoles as novel indoleamine 2,3-dioxygenase (IDO) inhibitors1• ;Reactant for synthesis of fenbufen and ethacrynic acid derivatives as potential antitumor agents via amide coupling reactions2• ;Reactant for diastereoselective synthesis of vinylated heterocycles via ruthenium-catalyzed oxidative vinylation with alkenes3• ;Reactant for synthesis of 2,3-dihalo indoles via hypervalent iodine mediated decarboxylative halogenation4• ;Reactant for preparation of α-ketoamides as cathepsin S inhibitors with potential applications ag

Uses

Reactant for preparation of keto-indoles as novel indoleamine 2,3-dioxygenase (IDO) inhibitors
Reactant for synthesis of fenbufen and ethacrynic acid derivatives as potential antitumor agents via amide coupling reactions
Reactant for diastereoselective synthesis of vinylated heterocycles via ruthenium-catalyzed oxidative vinylation with alkenes
Reactant for synthesis of 2,3-dihalo indoles via hypervalent iodine mediated decarboxylative halogenation
Reactant for preparation of α-ketoamides as cathepsin S inhibitors with potential applications against tumor invasion and angiogenesis
Reactant for preparation of anthranilic acid mimics as bacterial translation inhibitors

General Description

1-Methylindole-2-carboxylic acid reacts with thionyl chloride to yield sulfinyl chlorides.

Synthesis

37493-34-8

16136-58-6

The general procedure for the synthesis of 1-methylindole-2-carboxylic acid from methyl 1-methyl-1H-indole-2-carboxylate was as follows: to a mixed solution of THF/H2O (2:1, 15 mL) of methyl 1-methyl-1H-indole-2-carboxylate (250 mg, 1.32 mmol) at 23 °C, LiOH-H2O (291 mg, 6.94 mmol). The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the mixture was concentrated under reduced pressure to remove the solvent and subsequently partitioned between H2O (100 mL) and ether (100 mL). The aqueous layer was adjusted to pH 2-3 with 1.0 N HCl and then extracted with ethyl acetate (2 x 100 mL). The organic layers were combined, dried over anhydrous MgSO4, filtered and concentrated to give 1-methyl-1H-indole-2-carboxylic acid (210 mg, 91% yield).

References

[1] Tetrahedron, 2004, vol. 60, # 44, p. 10039 - 10047
[2] Journal of Organic Chemistry, 2016, vol. 81, # 16, p. 7288 - 7300
[3] Advanced Synthesis and Catalysis, 2018, vol. 360, # 11, p. 2093 - 2100
[4] Journal of Medicinal Chemistry, 2004, vol. 47, # 21, p. 5298 - 5310
[5] Patent: US2006/211603, 2006, A1. Location in patent: Page/Page column 71

1-Methylindole-2-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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1-Methylindole-2-carboxylic acid Suppliers

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View Lastest Price from 1-Methylindole-2-carboxylic acid manufacturers

Career Henan Chemical Co

Product: 1-Methylindole-2-carboxylic acid 16136-58-6
Price: US $6.60/KG
Min. Order: 1KG
Purity: 97%-99%
Supply Ability: 1kg -1000kg
Release date: 2020-01-02

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RARECHEM AL BE 0864

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1-Me-ICA

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1-Methylindole-2-carboxylic acid, 1-Methyl-1H-indole-2-carboxylic acid, 99%

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N-Methylindole-2-carboxylic acid

NSC 68357

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16136-58-6

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