関: oxyphenisatin acetate

Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/01/04 18:30:57」(JST)

wiki en

Oxyphenisatine (or oxyphenisatin) is a laxative.^[3] It is closely related to bisacodyl, sodium picosulfate, and phenolphthalein. Long term use is associated with liver damage,^[4] and as a result, it was withdrawn in most countries in the early 1970s. The acetate derivative oxyphenisatine acetate was also once used as a laxative.

Natural chemical compounds similar to oxyphenisatine may be present in prunes,^[5] but a recent review of the relevant scientific literature suggests that the laxative effect of prunes is due to other constituents including phenolic compounds (mainly neochlorogenic acids and chlorogenic acids) and sorbitol.^[6]

References[edit]

^ ^a ^b ^c SciFinder Scholar, version 2004.2; Chemical Abstracts Service, Registry Number 125-13-3, accessed September 1, 2011
^ 21 C.F.R. 216.24
^ Farack, U. M.; Nell, G. (1984). "Mechanism of Action of Diphenolic Laxatives: The Role of Adenylate Cyclase and Mucosal Permeability". Digestion 30 (3): 191–194. doi:10.1159/000199105. PMID 6548720.
^ Kotha, P.; Rake, M. O.; Willatt, D. (1980). "Liver Damage Induced by Oxyphenisatin" (pdf). British Medical Journal 281 (6254): 1530. doi:10.1136/bmj.281.6254.1530. PMC 1714947. PMID 6893676.
^ Baum, H. M.; Sanders, R. G.; Straub, G. J. (1951). "The Occurrence of a Diphenyl Isatin in California Prunes". Journal of the American Pharmaceutical Association 40 (7): 348–349. doi:10.1002/jps.3030400713. PMID 14850362.
^ Stacewicz-Sapuntzakis, M.; Bowen, P. E.; Hussain, E. A.; Damayanti-Wood, B. I.; Farnsworth, N. R. (2001). "Chemical Composition and Potential Health Effects of Prunes: A Functional Food?". Critical Reviews in Food Science and Nutrition 41 (4): 251–286. doi:10.1080/20014091091814. PMID 11401245.

This drug article relating to the gastrointestinal system is a stub. You can help Wikipedia by expanding it.

UpToDate Contents

全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.

1. 自己免疫性肝炎の病因 pathogenesis of autoimmune hepatitis

English Journal

Novel small molecule drugs inhibit tumor cell metabolism and show potent anti-tumorigenic potential.

Trojel-Hansen C, Erichsen KD, Christensen MK, Jensen PB, Sehested M, Nielsen SJ.SourceXPU Bartholin, Rigshospitalet 3731, TopoTarget A/S, Copenhagen Biocenter, Ole Maaløesvej 5, 2200 Copenhagen, Denmark. chh@topotarget.com
Cancer chemotherapy and pharmacology.Cancer Chemother Pharmacol.2011 Jul;68(1):127-38. doi: 10.1007/s00280-010-1453-3. Epub 2010 Sep 18.
BACKGROUND: Rapidly dividing tumor cells have an increased demand for nutrients to support their characteristic unabated growth; this demand is met by an increased availability of nutrients such as amino acids through vasculogenesis and by the enhanced cellular entry of nutrients through the upregul
PMID 20852860

Syntheses and antiproliferative evaluation of oxyphenisatin derivatives.

Uddin MK, Reignier SG, Coulter T, Montalbetti C, Grånäs C, Butcher S, Krog-Jensen C, Felding J.SourceEvotec(UK) Ltd, 111 Milton Park, Abingdon, Oxon OX14 4RX, UK.
Bioorganic & medicinal chemistry letters.Bioorg Med Chem Lett.2007 May 15;17(10):2854-7. Epub 2007 Feb 25.
Syntheses and structure-antiproliferative relationship for oxyphenisatin analogues are described. The cell proliferation data showed that the presence of substituents (especially F, Cl, Me, CF(3), and OMe) in the 6- and 7-position of oxyphenisatin markedly enhanced the potency in the MDA-468 cell li
PMID 17368900

Adverse effects of drugs used in the management of constipation and diarrhoea.

Gattuso JM, Kamm MA.SourceSir Alan Parks Physiology Unit, St Mark's Hospital, London, England.
Drug safety : an international journal of medical toxicology and drug experience.Drug Saf.1994 Jan;10(1):47-65.
Most laxatives, if used intermittently in the absence of contraindications, are relatively safe. Bulking agents may diminish absorption of some minerals and drugs, but this is not usually clinically significant. Ispaghula can cause serious allergic reactions. The chronic ingestion of stimulant laxat
PMID 8136086

「オキシフェニサチン」

Oxyphenisatine
	Preferred IUPAC name 3,3-Bis(4-hydroxyphenyl)-1,3-dihydro-2H-indol-2-one[citation needed]
	Other names Dihydroxydiphenylisatin; Diphenolisatin; Oxyphenisatin
Identifiers
CAS number	125-13-3
PubChem	31315
ChemSpider	29053
UNII	3BT0VQG2GQ
EC number	204-728-1
DrugBank	DB04823
KEGG	D08326
ChEMBL	CHEMBL245807
ATC code	A06AB01
Jmol-3D images	Image 1; Image 2
	SMILES Oc1ccc(cc1)C1(C(=O)Nc2ccccc12)c1ccc(O)cc1 OC1=CC=C(C=C1)C1(C(=O)NC2=C1C=CC=C2)C1=CC=C(O)C=C1 ;
	InChI InChI=1S/C20H15NO3/c22-15-9-5-13(6-10-15)20(14-7-11-16(23)12-8-14)17-3-1-2-4-18(17)21-19(20)24/h1-12,22-23H,(H,21,24) ; Key: SJDACOMXKWHBOW-UHFFFAOYSA-N InChI=1/C20H15NO3/c22-15-9-5-13(6-10-15)20(14-7-11-16(23)12-8-14)17-3-1-2-4-18(17)21-19(20)24/h1-12,22-23H,(H,21,24); Key: SJDACOMXKWHBOW-UHFFFAOYAU ;
Properties
Molecular formula	C20H15NO3
Molar mass	317.34 g mol−1
log P	1.398
Acidity (pKa)	9.423
Basicity (pKb)	4.574
Pharmacology
Routes of; administration	Oral, rectal
Legal status	;
	(verify) (what is: /?); Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
	Infobox references

　　[★]

英: oxyphenisatine
化: 酢酸オキシフェニサチン
関: ビサチン、緩下薬

「oxyphenisatin acetate」

　　[★]

酢酸オキシフェニサチン

関: oxyphenisatine

「oxyphenisatin」

　　[★] オキシフェニサチン

[SciFinder-1] SciFinder Scholar, version 2004.2; Chemical Abstracts Service, Registry Number 125-13-3, accessed September 1, 2011

[2] 21 C.F.R. 216.24

[3] Farack, U. M.; Nell, G. (1984). "Mechanism of Action of Diphenolic Laxatives: The Role of Adenylate Cyclase and Mucosal Permeability". Digestion 30 (3): 191–194. doi:10.1159/000199105. PMID 6548720.

[4] Kotha, P.; Rake, M. O.; Willatt, D. (1980). "Liver Damage Induced by Oxyphenisatin" (pdf). British Medical Journal 281 (6254): 1530. doi:10.1136/bmj.281.6254.1530. PMC 1714947. PMID 6893676.

[5] Baum, H. M.; Sanders, R. G.; Straub, G. J. (1951). "The Occurrence of a Diphenyl Isatin in California Prunes". Journal of the American Pharmaceutical Association 40 (7): 348–349. doi:10.1002/jps.3030400713. PMID 14850362.

[6] Stacewicz-Sapuntzakis, M.; Bowen, P. E.; Hussain, E. A.; Damayanti-Wood, B. I.; Farnsworth, N. R. (2001). "Chemical Composition and Potential Health Effects of Prunes: A Functional Food?". Critical Reviews in Food Science and Nutrition 41 (4): 251–286. doi:10.1080/20014091091814. PMID 11401245.

リンク元	「オキシフェニサチン」「oxyphenisatin acetate」
関連記事	「oxyphenisatin」

匿名

検索

案内

案内

oxyphenisatine