114618
Isatin
97%
동의어(들):
2,3-Diketoindoline, 2,3-Dioxo-2,3-dihydroindole, 2,3-Dioxoindoline, o-Aminobenzoylformic anhydride, Isatic acid lactam, Isatinic acid anhydride, 2,3-Indolinedione, Isatine, NSC 9262
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모든 사진(3)
About This Item
실험식(Hill 표기법):
C8H5NO2
CAS Number:
Molecular Weight:
147.13
Beilstein:
383659
EC Number:
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22
추천 제품
Quality Level
분석
97%
양식
powder
mp
193-195 °C (dec.) (lit.)
solubility
boiling water: soluble
diethyl ether: soluble
soluble
작용기
ketone
SMILES string
O=C1Nc2ccccc2C1=O
InChI
1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11)
InChI key
JXDYKVIHCLTXOP-UHFFFAOYSA-N
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애플리케이션
Isatin can be used as a reactant to prepare:
It can be a reactant for:
Isatin can also be used as a chromatographic spray reagent for amino acids, and also as a reference material in the preparation of indigo and Maya Blue. It is responsible for the yellow color exhibited by the "Maya Yellow" pigment.
- Phthalazinone derivatives.
- Spirooxindole derivatives.
- Agents against multidrug-resistant cells expressing P-glycoprotein.
- Thiazolidinones spiro-fused to indolin-2-ones as potent and selective inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase B.
- Triazole-isatine compounds as potential antibacterial and antifungal agents.
- Biologically relevant scaffolds such as spiro[indole-thiazolidinones].
It can be a reactant for:
- Cascade reactions with heterocyclic ketene aminals.
- Knoevenagel condensation reactions.
Isatin can also be used as a chromatographic spray reagent for amino acids, and also as a reference material in the preparation of indigo and Maya Blue. It is responsible for the yellow color exhibited by the "Maya Yellow" pigment.
Isatin undergoes Pd(II)-catalyzed C-H addition by direct sp2/sp3 C-H bond activation to form 3-substituted-3-hydroxy-2-oxindoles. Isatin derivatives (bis-Schiff base) are synthesized by the condensation of the natural or synthetic isatins with hydrazine.
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
개인 보호 장비
dust mask type N95 (US), Eyeshields, Gloves
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시험 성적서(COA)
Lot/Batch Number
이미 열람한 고객
Gang-Wei Wang et al.
Organic letters, 15(20), 5270-5273 (2013-10-05)
The first Pd(II)-catalyzed C-H addition to isatins by direct sp(2)/sp(3) C-H bond activation for the construction of 3-substituted-3-hydroxy-2-oxindoles is reported. The bidentate nitrogen ligands were found to promote this reaction. Specifically, the preliminary bioassay indicated that 3-(5-chlorobenzoxazole)-3-hydroxy-N-benzyl-2-oxindole (2w) is a
Demchuk, D. V.; et al.
Mendeleev Communications, 21, 224-224 (2011)
Chengyuan Liang et al.
European journal of medicinal chemistry, 74, 742-750 (2013-11-02)
Eighteen symmetrical bis-Schiff base derivatives of isatin were synthesized by condensation of the natural or synthetic isatins with hydrazine and were evaluated for their in vitro and in vivo antitumor activities. More than half of the obtained compounds showed potent
From Maya Blue to "Maya Yellow": a connection between ancient nanostructured materials from the voltammetry of microparticles.
Antonio Doménech et al.
Angewandte Chemie (International ed. in English), 50(25), 5741-5744 (2011-05-11)
Step-economic, efficient, ZnS nanoparticle-catalyzed synthesis of spirooxindole derivatives in aqueous medium viaKnoevenagel condensation followed by Michael addition
Dandia, A.; et al.
Green Chemistry, 13, 2135-2145 (2011)
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