1-METHYL-1H-IMIDAZOLE-5-CARBOXYLIC ACID

1-METHYL-1H-IMIDAZOLE-5-CARBOXYLIC ACID is a key intermediate in the manufacture of losartan, valsartan, and other sartan‑class antihypertensive agents, where it provides the imidazole core that binds to the AT₁ receptor. Beyond sartans, 1-METHYL-1H-IMIDAZOLE-5-CARBOXYLIC ACID is employed in the construction of Factor Xa inhibitors, antifungal azoles, and DNA‑binding polyamides. The acid functionality of 1-METHYL-1H-IMIDAZOLE-5-CARBOXYLIC ACID is typically activated as an acid chloride or coupled directly using carbodiimide reagents, while the N‑methyl group remains inert under these conditions. Cosperpharm ensures that 1-METHYL-1H-IMIDAZOLE-5-CARBOXYLIC ACID is supplied with minimal contamination from the 4‑carboxylic acid regioisomer, which is critical for the chiral purity of downstream sartan APIs.

Product Parameters

Quality Assurance at Cosperpharm

Each batch undergoes:

● Gas chromatography (GC) – purity ≥97.0%

● Non‑aqueous titration – purity ≥97.0%

● Refractive index – confirmatory analysis

● ¹H NMR – structural verification

● Appearance – colorless to light yellow to light orange clear liquid

A comprehensive COA, MSDS (with full GHS information), and certificate of origin accompany every shipment.

Product Advantages

1.Sartan Core Intermediate – The direct precursor to the biphenyl‑imidazole scaffold of losartan, valsartan, and irbesartan.

2.Orthogonal Reactivity – The acid can be selectively activated in the presence of the methyl imidazole nitrogen.

3.High Regioisomeric Purity – ≥99% purity with the 4‑isomer controlled to <0.3%, ensuring end‑API quality.

4.Excellent Stability – Non‑hygroscopic, no special storage conditions required beyond a sealed container at room temperature.

5.Ton‑Scale Supply – Cosperpharm routinely supplies this acid in multi‑ton quantities for commercial API manufacturing.

Synthetic Route

1-METHYL-1H-IMIDAZOLE-5-CARBOXYLIC ACID can be prepared by oxidation of 5‑hydroxymethyl‑1‑methylimidazole. The alcohol is dissolved in water and treated with a catalytic amount of TEMPO and sodium hypochlorite, or oxidized with potassium permanganate under controlled pH. The acid is then precipitated by adjusting the pH to the isoelectric point, filtered, and recrystallized from water/ethanol. Alternative routes include decarboxylation of 1‑methyl‑1H‑imidazole‑4,5‑dicarboxylic acid.

FAQ

Q1: Can I directly couple this acid with amines?

A: Yes, using standard peptide coupling reagents such as EDC/HOBt or HATU/DIPEA in DMF. The reaction proceeds at room temperature.

Q2: How do I convert it to the acid chloride?

A: Treat with thionyl chloride or oxalyl chloride in dichloromethane with a catalytic amount of DMF. The resulting acid chloride is moisture‑sensitive.

Contact Us

To discuss bulk procurement of this sartan intermediate or to obtain a retained sample for analytical qualification, reach out to the Cosperpharm API intermediates division — we respond to technical and commercial inquiries within one business day.