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drug (trade name Isordil) used to treat angina pectoris and congestive heart failure (同)Isordil

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2013/02/17 11:58:11」(JST)

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Isosorbide is a heterocyclic compound that is derived from glucose. It is a white solid that is prepared from glucose. It is used in medicine and has been touted as a potential biofeedstock.

Production

Hydrogenation of glucose gives sorbitol. Isosorbide is obtain by double dehydration or this hexa-alcohol:

(CHOH)₄(CH₂OH)₂ → C₆H₁₀O₂(OH)₂ + 2 H₂O

An intermediate in the dehydration is the monocycle sorbitan.^[1]

Application

Isosorbide is a used as a diuretic used mainly to treat hydrocephalus and is also used to treat glaucoma.^[2]

Other medications are derived from isosorbide, including isosorbide dinitrate and isosorbide mononitrate, are used to treat angina pectoris. Other isosorbide-based medicines are used as osmotic diuretics and for treatment of esophageal varices. Like other nitric oxide donors (see biological functions of nitric oxide), these drugs lower portal pressure by vasodilation and decreasing cardiac output. Isosorbide dinitrate and hydralazine are the two components of the anti-hypertensive drug isosorbide dinitrate/hydralazine (Bidil).

References

^ M. Rose, R. Palkovits "Isosorbide as a Renewable Platform chemical for Versatile Applications—Quo Vadis?" ChemSusChem 2012, Volume 5, pages 167–176. doi:10.1002/cssc.201100580
^ PubChem 12597

UpToDate Contents

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1. 収縮能障害による心不全患者におけるヒドララジンおよび硝酸塩による治療 hydralazine plus nitrate therapy in patients with heart failure due to systolic dysfunction
2. 安定狭心症のマネージメントにおける硝酸塩 nitrates in the management of stable angina pectoris
3. 妊娠中絶の概要 overview of pregnancy termination
4. 心臓リモデリング：臨床的評価および治療 cardiac remodeling clinical assessment and therapy
5. 糖尿病性神経障害の治療 treatment of diabetic neuropathy

English Journal

Renewable rigid diamines: efficient, stereospecific synthesis of high purity isohexide diamines.

Thiyagarajan S, Gootjes L, Vogelzang W, van Haveren J, Lutz M, van Es DS.SourceFood & Biobased Research, Wageningen University & Research Centre, P.O. Box 17, 6700 AA Wageningen (The Netherlands), Fax: (+31) 317 483011; Dutch Polymer Institute, P.O. Box 902, 5600 AX, Eindhoven (The Netherlands).
ChemSusChem.ChemSusChem.2011 Dec 16;4(12):1823-9. doi: 10.1002/cssc.201100398. Epub 2011 Nov 25.
We report an efficient three-step strategy for synthesizing rigid, chiral isohexide diamines derived from 1,4:3,6-dianhydrohexitols. These biobased chiral building blocks are presently the subject of several investigations (in our and several other groups) because of their application in high-perfor
PMID 22121062

Letter by taylor et Al regarding article, "hydralazine and isosorbide dinitrate in heart failure: historical perspectives, mechanisms, and future directions".

Taylor AL, Hare JM, Mann DL.
Circulation.Circulation.2011 Dec 6;124(23):e778.
PMID 22144638

Japanese Journal

Preparation and mechanical properties of a copolycarbonate composed of bio-based isosorbide and bisphenol A

Polymer journal 47(9), 639-643, 2015-09
NAID 40020583093

Anti-hypoxia Activity of the Novel NO Donor Acetyl Ferulic Isosorbide Mononitrate in Acute High-Altitude Hypoxia Mice

Biological and Pharmaceutical Bulletin 38(9), 1280-1289, 2015
NAID 130005096983

Sulfuric Acid-Catalyzed Dehydration of Sorbitol: Mechanistic Study on Preferential Formation of 1,4-Sorbitan

Bulletin of the Chemical Society of Japan 88(7), 996-1002, 2015
NAID 130005088019

Related Pictures

Isosorbide dinitrate er40mg | Sun Pharmaceutical Industries Inc | CPhI Online Isosorbide Mononitrate ER, 60mg, 100 Tablets/Bottle | McGuff Medical Products Isosorbida 10 Mg. Oral 20 Tabletas Isosorbide Mononitrate Tablets 10mg - Leaflet How Effective is Isosorbide Mononitrate & What are its Side Effects? Isosorbide Mononitrate - Acheter Chloromycetin 500 Mg En France

★リンクテーブル★

リンク元	「利尿薬」「イソソルビド」
拡張検索	「isosorbide dinitrate」

「利尿薬」

Isosorbide
	Other names D-Isosorbide; 1,4:3,6-Dianhydro-D-sorbitol; 1,4-Dianhydrosorbitol
Identifiers
CAS number	652-67-5
PubChem	12597
ChemSpider	12077
KEGG	D00347
ChEMBL	CHEMBL1200660
Jmol-3D images	Image 1
	SMILES O[C@@H]1[C@H]2OC[C@@H](O)[C@H]2OC1 ;
	InChI InChI=1S/C6H10O4/c7-3-1-9-6-4(8)2-10-5(3)6/h3-8H,1-2H2/t3-,4+,5-,6-/m1/s1 ; Key: KLDXJTOLSGUMSJ-JGWLITMVSA-N InChI=1/C6H10O4/c7-3-1-9-6-4(8)2-10-5(3)6/h3-8H,1-2H2/t3-,4+,5-,6-/m1/s1; Key: KLDXJTOLSGUMSJ-JGWLITMVBP ;
Properties
Molecular formula	C6H10O4
Molar mass	146.14 g mol−1
Appearance	Colorless solid
Melting point	60-63 °C, 333-336 K, 140-145 °F
Boiling point	decomp
	(verify) (what is: /?); Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
	Infobox references