VU0483605

Base Information

• Chemical Name: VU0483605
• CAS No.: 1623101-11-0
• Molecular Formula: C₂₀H₁₀Cl₃N₃O₃
• Molecular Weight: 446.677
• Mol file: 1623101-11-0.mol

Synonyms:

Chemical Property of VU0483605

Chemical Property:

• PKA: 9.39±0.70(Predicted)
• Density: 1.625±0.06 g/cm3(Predicted)
• Solubility.: ≤20mg/ml in DMSO;20mg/ml in dimethyl formamide

Purity/Quality:

97% ^*data from raw suppliers

VU0483605 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: VU 0483605 is a positive allosteric modulator of metabotropic glutamate receptors (mGluRs) that preferentially binds mGlu1 over mGlu4 (1,2). VU 0483605 is a mGlu1 antagonist and has potential therapeutic properties for treating schizophrenia.

Technology Process of VU0483605

There total 4 articles about VU0483605 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:

N-(3-chloro-4-nitrophenyl)-3-chloropicolinamide → 3-chloro-N-[3-chloro-4-(4-chloro-1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)phenyl]-2-pyridinecarboxamide (1623101-11-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tin(ll) chloride; hydrogenchloride / 1,4-dioxane; water / 2 h / 20 °C / Inert atmosphere

2: 1-methyl-pyrrolidin-2-one / 0.33 h / 200 °C / Microwave irradiation

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; tin(ll) chloride; In 1,4-dioxane; water;

DOI:10.1021/cb500560h

Reference yield:

3-chloro-4-nitroaniline (825-41-2) → 3-chloro-N-[3-chloro-4-(4-chloro-1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)phenyl]-2-pyridinecarboxamide (1623101-11-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h

1.2: 0.5 h / 120 °C / Microwave irradiation

2.1: tin(ll) chloride; hydrogenchloride / 1,4-dioxane; water / 2 h / 20 °C / Inert atmosphere

3.1: 1-methyl-pyrrolidin-2-one / 0.33 h / 200 °C / Microwave irradiation

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; tin(ll) chloride; In 1,4-dioxane; dichloromethane; water;

DOI:10.1021/cb500560h

Reference yield:

3-chloropyridine-2-carboxylic acid (57266-69-0) → 3-chloro-N-[3-chloro-4-(4-chloro-1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)phenyl]-2-pyridinecarboxamide (1623101-11-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h

1.2: 0.5 h / 120 °C / Microwave irradiation

2.1: tin(ll) chloride; hydrogenchloride / 1,4-dioxane; water / 2 h / 20 °C / Inert atmosphere

3.1: 1-methyl-pyrrolidin-2-one / 0.33 h / 200 °C / Microwave irradiation

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; tin(ll) chloride; In 1,4-dioxane; dichloromethane; water;

DOI:10.1021/cb500560h

upstream raw materials:

3-chlorophthalic anhydride

3-chloro-4-nitroaniline

3-chloropyridine-2-carboxylic acid