Introduction：Basic information about CAS 110221-53-9|Temocaprilat, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Temocaprilat |
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| CAS Number | 110221-53-9 | Molecular Weight | 448.556 |
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| Density | 1.4±0.1 g/cm3 | Boiling Point | 743.6±60.0 °C at 760 mmHg |
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| Molecular Formula | C21H24N2O5S2 | Melting Point | >230ºC (dec) |
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| MSDS | / | Flash Point | 403.5±32.9 °C |
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Names
| Name | Temocaprilat |
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| Synonym | More Synonyms |
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Temocaprilat BiologicalActivity
| Description | Temocaprilat (Temocapril diacid) is an inhibitor of angiotensin-converting enzyme (ACE). Temocaprilat alleviates the inhibitory effect of high glucose on the proliferation of aortic endothelial cells. Temocaprilat has potential applications in hypertension and vascular inflammation[1][2][3][4]. |
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| Related Catalog | Research Areas >>Cardiovascular DiseaseSignaling Pathways >>Metabolic Enzyme/Protease >>Angiotensin-converting Enzyme (ACE) |
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| In Vitro | Temocaprilat (1、10、100 和 1000 nM；72 h) 以剂量依赖性方式缓解了高糖 (22.2 mM) 介导的人主动脉内皮细胞 (HAECs) 增殖抑制。Temocaprilat 在 HAECs 中抑制高糖诱导的氧化应激[1]。 Temocaprilat (1 µM；10 min) 在 HAECs 中增加了蛋白激酶 C (PKC) 活性[1]。 Temocaprilat (0.1 µM) 通过降低 IL-6 mRNA 的稳定性抑制 IL-1β 诱导的 IL-6 表达[4]。 |
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| In Vivo | Temocaprilat (1 mg/kg/d；静脉注射；4 周) 在自发性高血压大鼠 (SHRs) 中，以时间依赖性方式显著降低了收缩压。Temocaprilat 改善了 Wistar-Kyoto (WKY) 小鼠和 SHR 小鼠的心肌纤维化及氧化应激[3]。 Animal Model: Six 10-week-old WKYs and SHRs and six 50-week-old (aging control) SHRs[3]. Dosage: 1 mg/kg/d. Administration: Intravenous injection; 4 weeks. Result: Reduced the expression levels of myocardial fibrosis, transforming growth factor-β1 (TGF-β1) mRNA and fibroblast growth factor-2 (FGF-2) mRNA in the left ventricle (LV). Weakened the expression levels of 8-isoprostane, p22phox mRNA, p47phox mRNA and gp91phox mRNA in LV. |
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| References | [1]. Yasunari K, et al. Converting enzyme inhibitor temocaprilat prevents high glucose-mediated suppression of human aortic endothelial cell proliferation. J Cardiovasc Pharmacol. 2003 Dec;42 Suppl 1:S55-60. [2]. Püchler K, et al. Single dose and steady state pharmacokinetics of temocapril and temocaprilat in young and elderly hypertensive patients. Br J Clin Pharmacol. 1998 Oct;46(4):363-7. [3]. Ito N, et al. Renin-angiotensin inhibition reverses advanced cardiac remodeling in aging spontaneously hypertensive rats. Am J Hypertens. 2007 Jul;20(7):792-9. [4]. Yang Z H, et al. P-540: Olmesartan and temocaprilat suppress IL-1 [beta]-induced IL-6 expression via a decrease in mRNA stability in vascular smooth muscle cells[J]. American Journal of Hypertension, 2002, 15(S3): 228A. |
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Chemical & Physical Properties
| Density | 1.4±0.1 g/cm3 |
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| Boiling Point | 743.6±60.0 °C at 760 mmHg |
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| Melting Point | >230ºC (dec) |
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| Molecular Formula | C21H24N2O5S2 |
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| Molecular Weight | 448.556 |
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| Flash Point | 403.5±32.9 °C |
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| Exact Mass | 448.112671 |
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| PSA | 160.48000 |
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| LogP | 3.51 |
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| Vapour Pressure | 0.0±2.6 mmHg at 25°C |
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| Index of Refraction | 1.665 |
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| InChIKey | KZVWEOXAPZXAFB-BQFCYCMXSA-N |
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| SMILES | O=C(O)CN1CC(c2cccs2)SCC(NC(CCc2ccccc2)C(=O)O)C1=O |
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| Storage condition | -20°C |
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Synonyms
| (2S-(2a,6b(R*)))-6-((1-Carboxy-3-phenylpropyl)amino)tetrahydro-5-oxo-2-(2-thienyl)-1,4-thiazepine-4(5H)-acetic acid |
| [[[2S,6R]-6-[[(S)-1-Carboxy-3-phenylpropyl]amino]hexahydro-5-oxo-2-(2-thienyl)-1,4-thiazepin]-4-yl]acetic acid |
| 1,4-Thiazepine-4(5H)-acetic acid, 6-[[(1S)-1-carboxy-3-phenylpropyl]amino]tetrahydro-5-oxo-2-(2-thienyl)-, (2S,6R)- |
| (+)-[(2S,6R)-6-[[(S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-5-oxo-2-(2-thienyl)perhydro-1,4-thiazepin-4-yl]acetic acid |
| Temocaprilat |
| (2S,6R)-6-[[(1S)-1-Carboxy-3-phenylpropyl]amino]tetrahydro-5-oxo-2-(2-thienyl)-1,4-thiazepine-4(5H)-acetic Acid |
| (2S)-2-{[(2S,6R)-4-(Carboxymethyl)-5-oxo-2-(2-thienyl)-1,4-thiazepan-6-yl]amino}-4-phenylbutanoic acid |
| Temocapril Diacid |
| (+)-(2S,6R)-6-(((1S)-1-carboxy-3-phenylpropyl)amino)tetrahydro-5-oxo-2-(2-thienyl)-1,4-thiazepine-4(5H)-acetic acid |
| (2S)-2-{[(2S,6R)-4-(carboxymethyl)-5-oxo-2-(thiophen-2-yl)-1,4-thiazepan-6-yl]amino}-4-phenylbutanoic acid |
| RS-5139 |
