Niraparib

Base Information

• Chemical Name: Niraparib
• CAS No.: 1038915-60-4
• Molecular Formula: C19H20N4O
• Molecular Weight: 320.394
• Hs Code.: 2933990090
• Mol file: 1038915-60-4.mol

Synonyms:(S)-2-(4-(Piperidin-3-yl)phenyl)-2H-indazole-7-carboxamide

Chemical Property of Niraparib

Chemical Property:

• Boiling Point: 463.619 °C at 760 mmHg
• PKA: 15.36±0.30(Predicted)
• Flash Point: 234.188 °C
• PSA: 72.94000
• Density: 1.343 g/cm³
• LogP: 3.62050
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

purity more 98% ^*data from raw suppliers

Niraparib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Niraparib is a novel oral poly(ADP-ribose)polymerase (PARP) inhibitor efficacious in BRCA-1 and -2 mutant tumors.
• Description: (S)-2-(4-(piperidin-3-yl)phenyl)-2H-indazole-7-carboxamide is also known as MK-4827(Niraparib) tosylate is a selective inhibitor of PARP1/PARP2 (The poly(ADP-ribose) polymerase) with great activity in cancer cells with mutant BRCA-1 and BRCA-2. It has been recently approved by FDA for the maintenance treatment of adult patients with recurrent epithelial ovarian, fallopian tube, or primary peritoneal cancer who are in complete or partial response to platinum-based chemotherapy. In vitro studies have shown that niraparib-induced cytotoxicity may involve inhibition of PARP enzymatic activity and increased formation of PARP-DNA complexes resulting in DNA damage, apoptosis and cell death.

Technology Process of Niraparib

There total 41 articles about Niraparib 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: 95.0%

C27H36N4O2S → (3S)-3-[4-{7-(aminocarbonyl)-2H-indazol-2-yl}phenyl]piperidine (1038915-60-4)

Guidance literature:

With toluene-4-sulfonic acid; In 5,5-dimethyl-1,3-cyclohexadiene; at 40 ℃; for 3h;

Reference yield: 94.2%

C19H20N4O*C11H13NO4 → (3S)-3-[4-{7-(aminocarbonyl)-2H-indazol-2-yl}phenyl]piperidine (1038915-60-4)

Guidance literature:

With sodium hydroxide; In water; ethyl acetate; at 20 ℃;

Reference yield: 93.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (S)-2-{[4-(piperidin-3-yl)phenyl]azo}benzamide → (3S)-3-[4-{7-(aminocarbonyl)-2H-indazol-2-yl}phenyl]piperidine (1038915-60-4)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; cobalt(III) acetylacetonate; In 1,4-dioxane; at 100 ℃; for 0.333333h; Temperature; Reagent/catalyst; Solvent; Microwave irradiation;

upstream raw materials:

racemic 3-{4-[7-(aminocarbonyl)-2H-indazol-2-yl]phenyl}piperidinium chloride

tert-butyl 3-[4-({[3-(methoxycarbonyl)-2-nitrophenyl]methylene}amino)phenyl]piperidine-1-carboxylate

methyl 2-{4-[1-(tert-butoxycarbonyl)piperidin-3-yl]phenyl}-2H-indazole-7-carboxylate

3-methyl-2-nitrobenzoic acid

Downstream raw materials:

2-[4-((3S)-3-piperidinyl)phenyl]-2H-indazole-7-carboxamide p-toluenesulfonic acid salt

(3S)-3-[4-[7-(aminocarbonyl)-2H-indazol-2-yl]phenyl]piperidinium chloride

Refernces

• 1、 -. "CRYSTALLINE FORMS OF NIRAPARIB FREEBASE". Paragraph 000242-000245. . Retrieved 2020/05/15.
• 2、 -. "COMPOUNDS, COMPOSITIONS, AND METHODS FOR TREATMENT OF DISEASES INVOLVING ACIDIC OR HYPOXIC DISEASED TISSUES". Page/Page column 136; 137. . Retrieved 2019/07/20.