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Titolo:
An efficient synthesis of N-hydroxy-N-[4-H-3]phenyloctanediamide ([4-H-3]SAHA), a potent cytodifferentiating agent
Autore:
Desai, D; Sidorov, V; Backer, J; Amin, S;
Indirizzi:
Amer Hlth Fdn, Organ Synth Facil, Valhalla, NY 10595 USA Amer Hlth Fdn Valhalla NY USA 10595 n Synth Facil, Valhalla, NY 10595 USA SibTech Inc, Newington, CT 06111 USA SibTech Inc Newington CT USA 06111SibTech Inc, Newington, CT 06111 USA
Titolo Testata:
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS
fascicolo: 3, volume: 43, anno: 2000,
pagine: 229 - 236
SICI:
0362-4803(20000315)43:3<229:AESON(>2.0.ZU;2-9
Fonte:
ISI
Lingua:
ENG
Soggetto:
TRICHOSTATIN-A; CELLS; DIFFERENTIATION; EXPRESSION; APOPTOSIS;
Keywords:
synthesis; N-hydroxy-N-[4-H-3]phenyloctanediamide ([4-H-3]SAHA); cytodifferentiating agent;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
11
Recensione:
Indirizzi per estratti:
Indirizzo: Desai, D Amer Hlth Fdn, Organ Synth Facil, 1 Dana Rd, Valhalla, NY 10595 USA Amer Hlth Fdn 1 Dana Rd Valhalla NY USA 10595 halla, NY 10595 USA
Citazione:
D. Desai et al., "An efficient synthesis of N-hydroxy-N-[4-H-3]phenyloctanediamide ([4-H-3]SAHA), a potent cytodifferentiating agent", J LABEL C R, 43(3), 2000, pp. 229-236

Abstract

We have developed an efficient synthesis of N-hydroxy-N-[4-H-3]phenyloctanediamide ([4-H-3]SAHA) from the monoester of suberanilic acid. The startingmaterial, a monoester of suberoyl chloride, was condensed with 4-bromoaniline in the presence of a base to give the 4-bromoanilide of monoethyl suberate in 92% yield. On further treatment with methanolic hydroxylamine hydrochloride and sodium methoxide, this compound gave 4-bromosuberanilohydroxamic acid in 94% yield. Catalytic tritium exchange of bromine using Pd/C in a tritium gas atmosphere resulted in [4-H-3]SAHA with a specific activity of 2.49 Ci/mmol. From the key intermediate, 4-bromoanilide of monoethyl suberate by a non-catalytic tritium exchange reaction, we have also prepared [4-H-3]SAHA with high specific activity of 27.5 Ci/mmol.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 02/12/20 alle ore 14:51:44