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| 融点 | 228-230°C | | 比旋光度 | D24 -4.0° (c = 0.35 in methanol) | | RTECS 番号 | DB2430000 | | 貯蔵温度 | 2-8°C | | 溶解性 | DMSO: >10mg/mL | | 外見 | white powder | | 色 | White to Off-White | | Merck | 14,9049 | | InChIKey | ZZIZZTHXZRDOFM-XFULWGLBSA-N | | CAS データベース | 106463-17-6(CAS DataBase Reference) |
| | タムスロシン塩酸塩 Usage And Synthesis |
| 外観 | 白色～わずかにうすい褐色、結晶～粉末 | | 効能 | 排尿障害改善薬, α1アドレナリン受容体拮抗薬 | | 商品名 | ハルナール (アステラス製薬) | | 説明 | Tamsulosin is a potent antagonist of α1-adrenergic receptors (α1-ARs; Ki = 0.229 nM in a radioligand binding assay). It is 3,800-fold selective for α1-ARs over α2-ARs (Ki = 871 nM). Tamsulosin antagonizes norepinephrine-induced contraction of isolated rabbit aorta (pA2 = 10.11) but has no effect on contraction stimulated by histamine, serotonin , angiotensin II , or prostaglandin F2α . In vivo, tamsulosin reverses the pressor effect of phenylephrine (Item Nos. 17205 | 18619) in pithed rats. It reversibly reduces fertility in male rats when administered at a dose of 0.15 mg/kg. Tamsulosin (1-100 μg/kg) also reduces prostatic pressure in a dose-dependent manner with minimal hypotensive effects in anesthetized dogs. Formulations containing tamsulosin have been used for the treatment of benign prostatic hyperplasia. | | 化学的特性 | White to Off-White Solid | | Originator | Contiflo OD,Ranbaxy Laboratories,India | | 使用 | An α1-adrenoceptor antagonist | | 使用 | (R)-Tamsulosin is a specific α1-adrenoceptor antagonist. It is used in the treatment of benign prostatic hypertrophy. | | 使用 | Specific α1-adrenoceptor antagonist. Used in the treatment of benign prostatic hypertrophy. | | 使用 | antineoplastic, alkylating agent | | 使用 | Specific a1-adrenoceptor antagonist. Used in the treatment of benign prostatic hypertrophy | | 定義 | ChEBI: Tamsulosin hydrochloride is a hydrochloride resulting from the reaction of equimolar amounts of tamulosin and hydrogen chloride. It has a role as an alpha-adrenergic antagonist and an antineoplastic agent. It contains a tamsulosin(1+). It is an enantiomer of an ent-tamsulosin hydrochloride. | | Manufacturing Process | In 1,000 ml of acetonitrile was suspended 17 g of 5-{2-[2-(2-
ethoxyphenoxy)ethylamino]-1-hydroxy-2-methylethyl}-2-
methoxybenzenesulfonamide hydrochloride and while stirring the suspension,
9 g of thionyl chloride was added dropwise to the suspension at room
temperature, whereby the product first dissolved and then began to crystallize
gradually. After stirring the mixture for two days, the crystals formed were
recovered by filtration, washed with chloroform and dried to provide 15 g of
5-{1-chloro-2-[2-(2-ethoxyphenoxy)ethylamino]-2-methylethyl}-2-
methoxybenzenesulfonamide hydrochloride. Melting point: 197°-200°C.
In methanol was dissolved the 5-{1-chloro-2-[2-(2-
ethoxyphenoxy)ethylamino]ethyl}-2-methoxybenzenesulfonamide
hydrochloride and after adding thereto 10% palladium carbon, dechlorination
was performed under hydrogen stream at normal temperature and pressure.
The palladium carbon was filtered away and the filtrate was concentrated
under reduced pressure to provide the 2-methoxy-5-{2-[2-(2-
ethoxyphenoxy)ethylamino]ethyl}benzenesulfonamide hydrochloride, which
was recrystallized from 120 ml of a mixture of methanol and ethanol (1:4 by
volume ratio) to provide the colorless crystals thereof. The melting point of
the 5-{2-[2-(2-ethoxyphenoxy)ethylamino]-2-methylethyl}-2-
methoxybenzenesulfonamide hydrochloride: 254°-256°C. | | Therapeutic Function | Antihypertensive | | 一般的な説明 | Tamsulosin hydrochloride is a subtypeselective a1A and a1D adrenoceptor antagonist, which exists in two enantiomeric forms, of which the R-isomer is the pharmaceutically active component. It is used to reduce urinary obstruction and is also involved in relieving the symptoms associated with symptomatic benign prostatic hyperplasia. | | 危険性 | Moderately toxic by ingestion. | | 生物活性 | Selective α 1A -adrenoceptor antagonist (pK i values are 9.97, 9.64 and 8.86 for α 1A , α 1B and α 1D subtypes respectively). Decreases resting maximal urethral pressure with negligable effect on mean arterial blood pressure in vivo . | | Biochem/physiol Actions | Tamsulosin is an α1A/1D-adrenoceptor antagonist used as a treatment of benign prostatic hypertrophy (BPH). Its activity as an ? blocker also affects the iris, and has led to complications during cataract surgery, a condition called "floppy iris" syndrome. | | 貯蔵 | Desiccate at RT |
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