Lenalidomide

• CAS: 191732-72-6
• Category: Active Pharmaceutical Ingredient (API)
• Molecular Weight: 259.26
• Molecular Formula: C13H13N3O3
• Description: Revlimid?(trade name Revlimid) is a derivative of thalidomide introduced in 2004.It was initially intended as a treatment for multiple myeloma, for which thalidomide is an accepted therapeutic treatment. Revlimid?has also shown efficacy in the class of hematological disorders known as myelodysplastic syndromes (MDS). Along with several other drugs developed in recent years, Revlimid?has significantly improved overall survival in myeloma (which formerly carried a poor prognosis), although toxicity remains an issue for users. It costs $163,381 per year for the average patient.
• Synonyms: Leflunomidum;Arava;lefunamide;Lenalidomide;Leflunomide
• Melting Point: 269-271°C
• Appearance: Yellow solid
• Hazard Codes: Xi
• HS Code: 2925190090
• LogP: 0.87770
• MDL Number: MFCD22207056
• Physical State: Solid
• PSA: 92.5
• Standard: CP & EP & USP
• Vapor Pressure: 5.2E-15mmHg at 25°C
• WGK Germany: 3

Custom Q&A

What is the molecular formula of lenalidomide?

The molecular formula of lenalidomide is C13H13N3O3.

How is lenalidomide described in terms of its chemical structure?

Lenalidomide is described as a dicarboximide that consists of 1-oxoisoindoline bearing an amino substituent at position 4 and a 2,6-dioxopiperidin-3-yl group at position 2.

What are some synonyms for lenalidomide?

Some synonyms for lenalidomide include Revlimid, Revimid, and 3-(4-Amino-1-oxoisoindolin-2-yl)piperidine-2,6-dione.

What is the molecular weight of lenalidomide?

The molecular weight of lenalidomide is 259.26 g/mol.

When was lenalidomide first created?

Lenalidomide was first created on August 9, 2005.

What are the various roles of lenalidomide in terms of its biological activity?

Lenalidomide has roles as an angiogenesis inhibitor, an antineoplastic agent, and an immunomodulator.

How does lenalidomide work in the body?

Lenalidomide works through various mechanisms of action that promote malignant cell death and enhance host immunity.

What program must patients enroll in before starting lenalidomide treatment?

Patients must enroll in the lenalidomide Risk Evaluation and Mitigation Strategy (REMS) program to ensure contraception adherence.

What is lenalidomide classified as according to the FDA Pharm Classes?

Lenalidomide is classified as a Thalidomide Analog.

What are some identifiers for lenalidomide?

Some identifiers for lenalidomide include its CAS number (191732-72-6), UNII (F0P408N6V4), and ChEMBL ID (CHEMBL848).

Synthetic Use

Upstream Synthesis Route 1

• 24666-55-5

• 191732-72-6

Reference: [1]Muller, George W.; Chen, Roger; Huang, Shaei-Yun; Corral, Laura G.; Wong, Lu Min; Patterson, Rebecca T.; Chen, Yuxi; Kaplan, Gilla; Stirling, David I.
[Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 11, p. 1625 - 1630]
[2]Current Patent Assignee: Wang Yanping; Yang Yi; Zhang Xiaoling; Zhou Qinghe; Xu Congying - CN108218833, 2018, A
[3]Current Patent Assignee: SHIJIAZHUANG DUEN MEDICAL TECH - CN109776493, 2019, A

Downstream Synthesis Route 1

• 827026-45-9

• 879126-98-4

Reference: [1]Patent: CN107337666,2017,A .Location in patent: Paragraph 0025; 0030; 0033-0034; 0037-0038; 0041-0042; 0045

Downstream Synthesis Route 2

• 79-04-9
• 191732-72-6

• 444287-87-0

Reference: [1]Current Patent Assignee: H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE - WO2020/14489, 2020, A2
Location in patent: Page/Page column 171
[2]Current Patent Assignee: BRISTOL-MYERS SQUIBB CO - US2003/96841, 2003, A1
[3]Chen, Lijuan; Chen, Yong; Deng, Dexin; Liu, Kongjun; Shi, Mingsong; Tang, Minghai; Yang, Tao; Yuan, Xue
[Bioorganic Chemistry, 2022, vol. 119]
[4]Chen, Lijuan; Chen, Yong; Deng, Dexin; Liu, Kongjun; Shi, Mingsong; Tang, Minghai; Yang, Tao; Yuan, Xue
[Bioorganic Chemistry, 2022, vol. 119]

* For details of the synthesis route, please refer to the original source to ensure accuracy.