カンデサルタン

２エトキシ１｛［２’（１Ｈテトラゾル５イル）ビフェニル４イル］メチル｝ベンゾイミダゾル７カルボン酸 · カンデサルタン · 2-エトキシ-1-{[2′-(1H-テトラゾール-5-イル)ビフェニル-4-イル]メチル}-ベンゾイミダゾール-7-カルボン酸 · 2-エトキシ-1-[4-[2-(1H-テトラゾール-5-イル)フェニル]ベンジル]-1H-ベンゾイミダゾール-7-カルボン酸 · 2-エトキシ-1-[[2′-(1H-テトラゾール-5-イル)-4-ビフェニリル]メチル]-1H-ベンゾイミダゾール-7-カルボン酸 · 1-[2′-(1H-テトラゾール-5-イル)ビフェニル-4-イルメチル]-2-エトキシ-1H-ベンゾイミダゾール-7-カルボン酸 · 1-[[2′-(1H-テトラゾール-5-イル)-1,1′-ビフェニル-4-イル]メチル]-2-エトキシ-1H-ベンゾイミダゾール-7-カルボン酸アニオン · 2-エトキシ-1-{[2'-(1H-1,2,3,4-テトラゾール-5-イル)-[1,1'-ビフェニル]-4-イル]メチル}-1H-1,3-ベンゾジアゾール-7-カルボキシラート

https://huagongshe.com/ja/chemical/2541

識別子と物理属性

CAS No.	139481-59-7
分子式	C24H20N6O3
平均分子量	440.5 g/mol
単同位体質量	440.1596885 g/mol
SMILES	CCOc1nc2cccc(C(=O)O)c2n1Cc1ccc(-c2ccccc2-c2nn[nH]n2)cc1
InChIKey	HTQMVQVXFRQIKW-UHFFFAOYSA-N
PubChem CID	2541
ChEMBL	CHEMBL1016
ChEBI	CHEBI:3347
EC No.	604-138-8
DTXSID	DTXSID0022725
現地名	カンデサルタン

化学・物理的性質

XLogP	4.1
極性表面積	119
水素結合供与体数	2
水素結合受容体数	7
回転可能結合数	7
重原子数	33
形式電荷	0
複雑度	660
医薬品	Pharmaceuticals -> AntihypertensivesPharmaceuticals -> Listed in ZINC15Pharmaceuticals -> Metabolite of Candesartan cilexetil
LogP（分配係数）	6.1
Color/Form	Colorless crystals from ethyl acetate + methanol
溶解度	7.71e-03 g/LDMSO に可溶 (最大 40 mg/ml)酢酸エチル、メタノール、水 (<1 mg/ml、25 °C)、DMSO (88 mg/ml、25 °C)、エタノール (1 mg/ml、25 °C) に可溶。
Human Drugs	Breast FeedingLactationMilk, HumanAntihypertensive AgentsAngiotensin II Type 1 Receptor BlockersAngiotensin Receptor BlockersPharmaceuticals
融点	183-185 °C183-185°C
Physical Description	Solid
Stability/Shelf Life	Stable under recommended storage conditions.
Other Experimental Properties	Colorless crystals from ethanol + water, mp 163 °C (decomposes). Also reported as white to off-white powder, sparingly soluble in methanol. Practically insoluble in water. /Candesartan 1-[[(Cyclohexyloxy)carbonyl]oxy]ethyl ester/White to off-white powder, mw - 610.67. Practically insoluble in water and sparingly soluble in methanol. ... a racemic mixture containing one chiral center at the cyclohexyloxycarbonyloxy ethyl ester group. Following oral administration ... undergoes hydrolysis at the ester link to form the active drug, candesartan, which is achiral. /Cilexetil/White, or practically white, crystalline powder, mw - 297.72 .. Slightly soluble in water, but freely soluble in hydroxide solution /Cilexetil hydrochlorothiazide/
沸点	754.8±70.0 °C(Predicted)
密度	1.41±0.1 g/cm3(Predicted)
貯蔵条件	Inert atmosphere,Store in freezer, under -20°C
pKa（酸解離定数）	2.06±0.10(Predicted)
外観・状態	個体
色	白い
安定性	-20°C の DMSO 溶液で最大 2 か月間保存できます。
主な用途	医薬品
InChIKey	HTQMVQVXFRQIKW-UHFFFAOYSA-N
SMILES	[nH]1nnnc1c2c(cccc2)c3ccc(cc3)C[n]4c5c(nc4OCC)cccc5C(=O)O
CAS データベース	139481-59-7(CAS DataBase Reference)

化学的特性

Crystalline Solid

安全性と法規制

GHS 分類	WarningH302 (16.7%): Harmful if swallowed [Warning Acute toxicity, oral]P203, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 6 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H361: Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]
規制情報	Status: Active Update: 07-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/11979
FDA 要件	The Approved Drug Products with Therapeutic Equivalence Evaluations identifies currently marketed prescription drug products, including candesartan cilexetil, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. /Candesartan cilexetil/
Hazard Classes and Categories	Acute Tox. 4 (16.7%)
Hazardous Reactivities and Incompatibilities	Incompatible materials: Oxidizing agents, strong acids and strong bases.
消火手順	Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.Advice for firefighters: Wear self contained breathing apparatus for fire fighting if necessary.
保管条件	Store at 25 °C (77 °F)excursions permitted to 15-30 °C (59-86 °F). Keep container tightly closed.Conditions for safe storage, including any incompatibilities: Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature: 2 - 8 °C.
清掃方法	Accidental Release Measures. Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.

用途

使用

Candesartan is a selective AT1 (angiotensin II receptor 1) antagonist. Antagonism of angiotensin receptors inhibits vasoconstriction and the production of aldosterone, leading to a decrease in water and sodium concentration in blood plasma. Exhibits antihypertensive effects in animal models. Used in treatment of congestive heart failure, as antihypertensive. Candesartan does not affect cell viability or proliferation but increases the expression of VEGF and interleukin-8 in the cultured medium of KU-19-19 cells. Candesartan (0.1 nM) could reduce the maximal contractile response to angiostensin II by approximately 50%.

一般的な説明

Candesartan, (+)-1-[[(cyclohexyloxy)carbonyl]-oxy]ethyl 2- ethoxy-1-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-1H-benzimidazole-7-carboxylate(Atacand), like losartan, possesses the acidic tetrazole system,which most likely plays a role in binding to the angiotensin IIreceptor similarly to the acidic groups of angiotensin II. Also,the imidazole system has been replaced with a benzimidazolepossessing an ester at position. This ester must be hydrolyzedto the free acid. Fortunately, this conversion takesplace fairly easily because of the carbonate in the ester sidechain. This facilitates hydrolysis of the ester so much thatconversion to the free acid takes place during absorption fromthe gastrointestinal tract.