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Merck
CN

50872

灰黄霉素

from Penicillium griseofulvum, ≥95% (HPLC)

别名:

(2S)-trans-7-Chloro-2′,4,6-trimethoxy-6′-methylspiro(benzofuran-2[3H],1′-[2]cyclohexene)-3,4′-dione

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经验公式(希尔记法):
C17H17ClO6
化学文摘社编号:
分子量:
352.77
EC Number:
204-767-4
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
95226
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InChI

1S/C17H17ClO6/c1-8-5-9(19)6-12(23-4)17(8)16(20)13-10(21-2)7-11(22-3)14(18)15(13)24-17/h6-8H,5H2,1-4H3/t8-,17+/m1/s1

InChI key

DDUHZTYCFQRHIY-RBHXEPJQSA-N

SMILES string

ClC1=C(O[C@@]2(C(OC)=CC(C[C@H]2C)=O)C3=O)C3=C(OC)C=C1OC

biological source

Penicillium griseofulvum

assay

≥95% (HPLC)

optical activity

[α]20/D +355±5°, c = 1% in DMF(lit.)

mp

216-220 °C

antibiotic activity spectrum

fungi

storage temp.

−20°C

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pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

Carc. 2 - Repr. 1B - Skin Sens. 1

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Mads H Rønnest et al.
Journal of medicinal chemistry, 52(10), 3342-3347 (2009-05-01)
Griseofulvin was identified as an inhibitor of centrosomal clustering in a recently developed assay. Centrosomal clustering is an important cellular event that enables bipolar mitosis for cancer cell lines harboring supernumerary centrosomes. We report herein the synthesis and SAR of
Nida N Farshori et al.
Bioorganic & medicinal chemistry letters, 20(6), 1933-1938 (2010-02-23)
The long-chain alkenoic acid hydrazides (1a-d) on reaction with phenylisocyanate and phenylthiocyanate gave their corresponding semicarbazides (2a-d) and thiosemicarbazides (4a-d), which on further refluxing with POCl(3) and Ac(2)O yielded corresponding 1,3,4-oxadiazoles (3a-d) and thiadiazoles (5a-d), respectively. The structure elucidation of
Hatem A Abdel-Aziz et al.
European journal of medicinal chemistry, 44(12), 4985-4997 (2009-09-29)
The reaction of 2-oxo-N-arylpropanehydrazonoyl chlorides 3a-e with 3-methyl-2-benzofurancarboxylic acid hydrazide (7) furnished N-(aryl)propanehydrazonoyl chlorides 8a-e. X-Ray of 8c revealed the (1Z,2E) configuration of structure 8. Nucleophilic substitution reaction of 8a or 8d with piperidine resulted in the formation of 1-(piperidin-1-yl)-N(2)-arylamidrazones
Mari Sithambaram Karthikeyan et al.
European journal of medicinal chemistry, 43(1), 25-31 (2007-05-25)
A series of 2,4-dichloro-5-fluorophenyl containing 1,3,4-oxadiazoles (10 and 11) were synthesized by POCl3 cyclization of 2,4-dichloro-5-fluorobenzoyl hydrazide (4) and 2-(2,4-dichloro-5-fluorophenyl)cinchoninyl hydrazide (8) with aryloxyacetic acids (9). The structures of newly synthesized compounds were characterized by spectral and elemental analyses. All
Vinod Mathew et al.
European journal of medicinal chemistry, 42(6), 823-840 (2007-03-03)
Several 3,6-disubstituted-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole and their dihydro analogues were synthesized from hetero aromatic acids and hetero aromatic aldehydes, respectively, by microwave-assisted dry media and conventional methods. Elemental analysis, IR, (1)H NMR, (13)C NMR and mass spectral data elucidated the structures of all

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