Osimertinib mesylate
- CAS No.
- 1421373-66-1
- Chemical Name:
- Osimertinib mesylate
- Synonyms
- Osimertinib;Tagrisso;Osimertinib d6;Mereletinib mesylate;Osimertinib methanesulfonate;Osimertinib (AZD9291) mesylate;N-[2-(2-dimethylaminoethylmethylamino)-4-methoxy-5-[[4-(1-methylindol-3-yl)pyrimidin-2-yl]amino]phenyl]prop-2-enamide mesylate salt;N-(2-((2-(dimethylamino)ethyl)(methyl)amino)-4-methoxy-5-((4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)amino)phenyl)acrylamide methanesulfonate;N-[2-[[2-(Dimethylamino)ethyl]methylamino]-4-methoxy-5-[[4-(1-methyl-1H-indol-3-yl)-2-pyrimidinyl]amino]phenyl]-2-propenamide methanesulfonate (1:1);PB1211
- CBNumber:
- CB82677060
- Molecular Formula:
- C29H37N7O5S
- Molecular Weight:
- 595.72
- MDL Number:
- MFCD28137994
- MOL File:
- 1421373-66-1.mol
| Melting point | >232°C (dec.) |
|---|---|
| storage temp. | -20°C Freezer, Under inert atmosphere |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| form | Solid |
| color | Off-White to Yellow |
| InChIKey | FUKSNUHSJBTCFJ-UHFFFAOYSA-N |
| SMILES | S(O)(=O)(=O)C.CN1C2=CC=CC=C2C(C2C=CN=C(NC3C=C(NC(=O)C=C)C(N(C)CCN(C)C)=CC=3OC)N=2)=C1 |
| FDA UNII | RDL94R2A16 |
| NCI Dictionary of Cancer Terms | osimertinib mesylate; Tagrisso |
| NCI Drug Dictionary | osimertinib mesylate |
| ATC code | L01EB04 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS08,GHS07,GHS09 |
|---|---|
| Signal word | Danger |
| Hazard statements | H317-H372-H410-H400-H361-H302 |
| Precautionary statements | P201-P202-P281-P308+P313-P405-P501-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P260-P264-P270-P314-P501-P264-P270-P301+P312-P330-P501-P273-P391-P501-P273-P391-P501 |
| HS Code | 29339900 |
Osimertinib mesylate price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TRC | A808205 | AZD-9291Mesylate | 1421373-66-1 | 25mg | $45 | 2021-12-16 | Buy |
| TRC | A808205 | AZD-9291Mesylate | 1421373-66-1 | 100mg | $60 | 2021-12-16 | Buy |
| Usbiological | 474070 | AZD 9291 mesylate | 1421373-66-1 | 100mg | $1168 | 2021-12-16 | Buy |
| ChemScene | CS-2019 | Osimertinibmesylate 99.94% | 1421373-66-1 | 1g | $190 | 2021-12-16 | Buy |
| ChemScene | CS-0131988 | OsimertinibD6 99.70% | 1421373-66-1 | 1mg | $420 | 2021-12-16 | Buy |
Osimertinib mesylate Chemical Properties,Uses,Production
Description
Osimertinib is active against exon 19 deletions, exon 21 mutations, and also the exon 20 T790M mutations. It is preferentially selective for mutated EGFR, and therefore toxicity at therapeutic doses is lower than for first- and second-generation agents. Notably, osimertinib is able to cross the blood-brain barrier, making it active against disease in the CNS.
Uses
Osimertinib mesylate (AZD9291) is the mesylate form of osimertinib, which is an oral, third-generation epidermal growth factor receptor (EGFR) tyrosine kinase inhibitor (TKI) drug.
Application
Osimertinib mesylate is approved to treat: Non-small cell lung cancer that has certain EGFR gene mutations. It is used in adults: As adjuvant therapy after surgery to remove the cancer; As the first therapy for cancer that has spread to other parts of the body, or in patients whose cancer has spread to other parts of the body and got worse during or after treatment with another EGFR tyrosine kinase inhibitor.
Indications
The collection of ibrutinib (Imbruvica(R), Pharmacyclics Inc.), afatinib, and osimertinib represents the small, yet expanding, group of covalent SMKIs. Ibrutinib is a non-receptor Bruton’s tyrosine kinase inhibitor approved for the treatment of relapsed chronic lymphocytic leukemia. Afatinib, approved for NSCLC in 2013 and squamous NSCLC in 2016, is a second-generation irreversible EGFR inhibitor that targets wild-type EGFR, the mutant T790M EGFR, and HER2. Osimertinib (AZD9291), which was approved by FDA in November 2015, is a third-generation irreversible EGFR inhibitor that selectively targets the mutant T790M EGFR. Rociletinib, which shares a high degree of structural similarity with that of osimertinib, is a promising covalent EGFR inhibitor developed by Clovis Oncology aimed for the treatment of patients with EGFR T790M-mutated NSCLC, until the company terminated its development in May 2016 following a negative vote fromthe FDA’sOncologic Drugs Advisory Committee.
Definition
ChEBI: A methanesulfonate (mesylate) salt prepared from equimolar amounts of osimertinib and methanesulfonic acid. Used for treatment of EGFR T790M mutation positive non-small cell lung cancer.
Side effects
Osimertinib toxicity is dose-dependent and is associated with fewer gastrointestinal and dermatologic adverse events than with other approved EGFR TKIs.
Synthesis
Friedel-Crafts arylation of commercial N-methylindole
(203) with commercial dichloropyrimidine 202 gave the 3-
pyrazinyl indole 204 in good yield. Subsequent SNAr with
nitroaniline 205 (available from a one-step nitration from the
commercially available des-nitroaniline) provided aminopyrazine
206. Next, SN
Ar reaction of 206 with N,N,N??-
trimethylated ethylenediamine delivered 207 in near quantitative
yield, and this was followed by nitro reduction with iron
under acidic conditions to give rise to the triaminated arene
208 in 85% yield. Because acrylates are notoriously difficult to
install directly due to their highly reactive nature and
propensity to polymerize, a clever two-step acylation/
elimination sequence was employed using 3-chloropropanoyl
chloride, and this was immediately followed by mesylate salt
formation, which furnished the osimertinib mesylate (XXVI) in
excellent yield. This seven-step process which derives from
readily available feedstock delivered the final product in nearly
57% overall yield from starting materials 202 and 203.
Osimertinib mesylate Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Zison Pharmaceutical (Shandong) Co., Ltd. | +86-0086-531-88259693 +86-18660188356 | maguanglei@zisonpharm.com | China | 53 | 58 |
| SHANDONG BOYUAN PHARMACEUTICAL CO., LTD. | +86-0531-69954981 +8615666777973 | dwyane.wang@boyuanpharm.com | China | 211 | 58 |
| Hebei Guanlang Biotechnology Co,.LTD | +8619930503252 | daisy@crovellbio.com | China | 5964 | 58 |
| Henan Bao Enluo International TradeCo.，LTD | +86-17331933971 +86-17331933971 | deasea125996@gmail.com | China | 2503 | 58 |
| Shaanxi Haibo Biotechnology Co., Ltd | +undefined18602966907 | qinhe02@xaltbio.com | China | 1000 | 58 |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 7845 | 58 |
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29797 | 60 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 15928 | 58 |
| Nanjing Gold Pharmaceutical Technology Co. Ltd. | 025-84209270 15906146951 | CHINA | 115 | 55 | |
| Beijing Cooperate Pharmaceutical Co.,Ltd | 010-60279497 | sales01@cooperate-pharm.com | CHINA | 1811 | 55 |
Related articles
- Osimertinib mesylate: Mechanism of action
- Being third-generation EGFR TKIs, osimertinib mesylate (AZD9291) are designed to target T790M and EGFR TKI–sensitizing mutatio....
- Oct 18，2019
View Lastest Price from Osimertinib mesylate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-04-12 | Osimertinib mesylate
1421373-66-1
|
US $0.00 / kg | 1kg | 99% | 2000ton | Shaanxi Haibo Biotechnology Co., Ltd | |
 |
2024-02-22 | Osimertinib Mesylate
1421373-66-1
|
US $1.00 / KG | 5g | 99% | 1000kgs | Hubei Langyou International Trading Co., Ltd | |
 |
2024-01-08 | AZD-9291 Mesylate
1421373-66-1
|
US $9.00 / KG | 1KG | 99% | 50000tons | Wuhan Boyuan Import & Export Co., LTD |
-
- Osimertinib mesylate
1421373-66-1
- US $0.00 / kg
- 99%
- Shaanxi Haibo Biotechnology Co., Ltd
-
- Osimertinib Mesylate
1421373-66-1
- US $1.00 / KG
- 99%
- Hubei Langyou International Trading Co., Ltd
-
- AZD-9291 Mesylate
1421373-66-1
- US $9.00 / KG
- 99%
- Wuhan Boyuan Import & Export Co., LTD