T150

(−)-Thalidomide

>98%, solid

• 동의어(들): S(−)-2-(2,6-Dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione
• 실험식(Hill 표기법): C₁₃H₁₀N₂O₄
• CAS Number: 841-67-8
• Molecular Weight: 258.23
• MDL number: MFCD00210219
• UNSPSC 코드: 12352207
• PubChem Substance ID: 24899969
• NACRES: NA.77

속성

• ligand: thalidomide
• 분석: >98%
• 형태: solid
• 광학 활성: [α]23/D −62.6°, c = 2 in DMF(lit.)
• 반응 적합성: reagent type: ligand
• 기술: cell culture | embryo: suitable
• 색상: white
• solubility: DMSO: soluble; H₂O: insoluble; ethanol: insoluble
• 주관자: Celgene
• SMILES string: O=C1CC[C@H](N2C(=O)c3ccccc3C2=O)C(=O)N1
• 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)/t9-/m0/s1
• InChI key: UEJJHQNACJXSKW-VIFPVBQESA-N
• 유전자 정보: human ... LITAF(9516) , TNF(7124) ; mouse ... Nos2(18126) ; rat ... Nos1(24598)

설명

일반 설명

Thalidomide is a stereoisomer, which exists in two enantiomeric states. The S enantiomer is teratogenic. Thalidomide consists of two linked rings, a phthalimide and glutarimide ring.

애플리케이션

Thalidomide has been used to study its teratogenic effects in chicken embryos and human embryonic cells. This study reported that thalidomide causes limb defects by stabilizing PTEN, inhibiting the expression of Akt and activating caspase-dependent apoptosis. Thalidomide has also been used for studying glutathione mediated teratogenic resistance in mouse embryos.

생화학적/생리학적 작용

(-)-Thalidomide selectively inhibits the biosynthesis of tumor necrosis factor α (TNF-α), which is essential for inflammatory response. It is an anti-emetic drug and is used to treat morning sickness in pregnant women. Thalidomide is also used to treat leprosy, multiple myeloma, Crohn′s disease and human immunodeficiency virus (HIV) infection. Thalidomide also inhibits angiogenesis. It is associated with several diseases such as, peripheral neuropathy, facial palsies, Duane syndrome and autism.

특징 및 장점

This compound was developed by Celgene. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

제조 메모

(-)-Thalidomide is soluble in DMSO, but is insoluble in water and ethanol.

안전성 정보

• 픽토그램: GHS08,GHS07
• 신호어: Danger
• 유해 및 위험 성명서: H302,H360
• 예방조치 성명서: P201 - P301 + P312 + P330 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Repr. 1B
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• 개인 보호 장비: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges