(±)-Thalidomide


CAS No. : 50-35-1

(±)-Thalidomide,50-35-1
Product Details
Cat No:A000994
Synonyms:50-35-1; Thalomid; Sedoval; (+/-)-THALIDOMIDE; 2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione
Molecular Formula:C₁₃H₁₀N₂O₄
Molecular Weight:258.23
Target:TNF-α
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Cat No:A000994
Cas No:50-35-1
Product-Name:(±)-Thalidomide
MDL No:MFCD00153873
InChI:InChI=1S/C13H10N2O4/c16-10-6-5-9(11(17)14-10)15-12(18)7-3-1-2-4-8(7)13(15)19/h1-4,9H,5-6H2,(H,14,16,17)
InChIKey:UEJJHQNACJXSKW-UHFFFAOYSA-N
SMILES:C1CC(=O)NC(=O)C1N2C(=O)C3=CC=CC=C3C2=O
Thalidomide is a synthetic derivative of glutamic acid (alpha-phthalimido-glutarimide) with teratogenic, immunomodulatory, anti-inflammatory and anti-angiogenic properties. Thalidomide acts primarily by inhibiting both the production of tumor necrosis factor alpha (TNF-alpha) in stimulated peripheral monocytes and the activities of interleukins and interferons. This agent also inhibits polymorphonuclear chemotaxis and monocyte phagocytosis. In addition, thalidomide inhibits pro-angiogenic factors such as vascular endothelial growth factor (VEGF) and basic fibroblast growth factor (bFGF), thereby inhibiting angiogenesis.
1: Liu T, Guo F, Zhu X, He X, Xie L. Thalidomide and its analogues: A review of the potential for immunomodulation of fibrosis diseases and opthalmopathy. Exp Ther Med. 2017 Dec;14(6):5251-5257. doi: 10.3892/etm.2017.5209. Epub 2017 Sep 27. PubMed PMID: 29285050; PubMed Central PMCID: PMC5740745.
2: Haraf R, Flora AS, Assaly R. Thalidomide as a Cough Suppressant in Idiopathic Pulmonary Fibrosis. Am J Ther. 2017 Nov 22. doi: 10.1097/MJT.0000000000000695. [Epub ahead of print] PubMed PMID: 29232284.
3: Khan MI, Momeny M, Ostadhadi S, Jahanabadi S, Ejtemaei-Mehr S, Sameem B, Zarrinrad G, Dehpour AR. Thalidomide attenuates development of morphine dependence in mice by inhibiting PI3K/Akt and nitric oxide signaling pathways. Prog Neuropsychopharmacol Biol Psychiatry. 2017 Dec 6. pii: S0278-5846(17)30288-9. doi: 10.1016/j.pnpbp.2017.12.002. [Epub ahead of print] PubMed PMID: 29223784.
4: Tamzaourte M, Zajjari Y. Efficacy of Thalidomide for Recurrent Gastrointestinal Bleeding due to angiodysplasias in a Hemodialysis Patient. Indian J Nephrol. 2017 Nov-Dec;27(6):489-490. doi: 10.4103/ijn.IJN_32_17. PubMed PMID: 29217895; PubMed Central PMCID: PMC5704423.
5: Bray JP, Orbell G, Cave N, Munday JS. Does thalidomide prolong survival in dogs with splenic haemangiosarcoma? J Small Anim Pract. 2017 Dec 6. doi: 10.1111/jsap.12796. [Epub ahead of print] PubMed PMID: 29210452.
6: Passos GR, Camargo JA, Ferrari KL, Saad MJA, de Mattos AC, Reis LO. Intravesical Thalidomide boosts bacillus Calmette-Guérin (BCG) in non-muscle invasive bladder cancer treatment. Med Oncol. 2017 Dec 4;35(1):3. doi: 10.1007/s12032-017-1067-2. PubMed PMID: 29209984.
7: Wang L, Hong Y, Wu J, Leung YK, Huang Y. Efficacy of thalidomide therapy in pediatric Crohn/'s disease with evidence of tuberculosis. World J Gastroenterol. 2017 Nov 21;23(43):7727-7734. doi: 10.3748/wjg.v23.i43.7727. PubMed PMID: 29209113; PubMed Central PMCID: PMC5703932.
8: Gomes JDA, Kowalski TW, Fraga LR, Tovo-Rodrigues L, Sanseverino MTV, Schuler-Faccini L, Vianna FSL. Genetic susceptibility to thalidomide embryopathy in humans: Study of candidate development genes. Birth Defects Res. 2017 Nov 28. doi: 10.1002/bdr2.1163. [Epub ahead of print] PubMed PMID: 29193903.
9: Salemi M, Mohammadi S, Ghavamzadeh A, Nikbakht M. Anti-Vascular Endothelial Growth Factor Targeting by Curcumin and Thalidomide in Acute Myeloid Leukemia Cells. Asian Pac J Cancer Prev. 2017 Nov 26;18(11):3055-3061. PubMed PMID: 29172279.
10: Liu X, Wang H, Wu X, Hong X, Luo Z. Phase II study of doxorubicin and thalidomide in patients with refractory aggressive fibromatosis. Invest New Drugs. 2017 Nov 23. doi: 10.1007/s10637-017-0542-0. [Epub ahead of print] PubMed PMID: 29170886.
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