ACPT-I

Base Information

• Chemical Name: ACPT-I
• CAS No.: 194918-76-8
• Molecular Formula: C₈H₁₁NO₆
• Molecular Weight: 217.178
• Mol file: 194918-76-8.mol

Synonyms:ACPT-I;4-AMINO-1BETA,2BETA,4BETA-CYCLOPENTANETRICARBOXYLIC ACID;(1S,3R,4S)-1-AMINOCYCLOPENTANE-1,3,4-TRICARBOXYLIC ACID

Chemical Property of ACPT-I

Chemical Property:

• Boiling Point: 440.4±45.0 °C(Predicted)
• PKA: 1.85±0.60(Predicted)
• PSA: 137.92000
• Density: 1.651±0.06 g/cm3(Predicted)
• LogP: -0.33580
• Storage Temp.: Desiccate at -20°C

Purity/Quality:

≥98% by HPLC ^*data from raw suppliers

ACPT-I ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: ACPT-I is an agonist of the group III metabotropic glutamate receptors (mGluRs) mGluR4a and mGluR8 (EC50s = 7.2 and 8.2 μM, respectively) that has no effect on mGluR1a or mGluR2. It has diverse biological activity, including neuroprotective, anticonvulsant, and anxiolytic-like effects. ACPT-I (1-200 μM) reduces cell death following oxygen-glucose deprivation in primary neuronal cultures and in a rat model of middle cerebral artery occlusion when used at a dose of 30 mg/kg. It is neuroprotective against excitotoxicity induced by kainite in vitro and in vivo and reduces the incidence of clonic seizures in various seizure models in mice and rats (ED50s = 0.08-49.3 nM, i.c.v.). ACPT-I also has anxiolytic-like effects in mice and rats, however, these effects can be blocked by WAY-100635 and flumazenil , indicating the involvement of the serotonin (5-HT) receptor subtype 5-HT1A and GABAA receptor.
• Uses: ACPT-I is a competitive antagonist for metabotropic receptors (mGluRs).

Technology Process of ACPT-I

There total 5 articles about ACPT-I which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2,4-Dioxo-1,3-diaza-spiro[4.4]nonane-7,8-dicarboxylic acid (194918-80-4) → ACPT-I (194918-76-8)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP / acetonitrile / 1.5 h

2: 1N aq. LiOH / acetonitrile / 5 h / Ambient temperature

With dmap; lithium hydroxide; In acetonitrile;

DOI:10.1021/jm970207b

Reference yield:

2,4-Dioxo-1,3-diaza-spiro[4.4]nonane-3,7,8-tricarboxylic acid 3-tert-butyl ester → (+)-(3S,4S)-ACPT-III + ACPT-II (195209-04-2) + ACPT-I (194918-76-8)

Guidance literature:

With lithium hydroxide; In acetonitrile; for 5h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1021/jm970207b

Reference yield:

2,4-Dioxo-1,3-diaza-spiro[4.4]nonane-3,7,8-tricarboxylic acid 3-tert-butyl ester → (-)-(3R,4R)-ACPT-III + ACPT-II (195209-04-2) + ACPT-I (194918-76-8)

Guidance literature:

With lithium hydroxide; In acetonitrile; for 5h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1021/jm970207b

upstream raw materials:

potassium cyanide

2,4-Dioxo-1,3-diaza-spiro[4.4]nonane-7,8-dicarboxylic acid

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