CAS Number2016-88-8
SynonymsGUANAMPRAZINE; amiprazidine; 2-Pyrazinecarboxamide, 3,5-diamino-N-(aminoiminomethyl)-6-chloro-, hydrochloride (1:1); 3,5-diamino-N-carbamimidoyl-6-chloropyrazine-2-carboxamide hydrochloride; N-Amidino-3,5-diamino-6-chloropyrazinecarboxamide hydrochloride hydrate; 3,5-Diamino-N-carbamimidoyl-6-chloropyrazine-2-carboxamide Hydrochloride Hydrate; Amiloridhydrochlorid; N-amidino-3,5-diamino-6-chloro-pyrazinecarboxamide hydrochloride; AMIPRAMIDIN; Amiloride HCl; 3,5-Diamino-N-carbamimidoyl-6-chloro-2-pyrazinecarboxamide hydrochloride (1:1); 3,5-diamino-N-carbamimidoyl-6-chloropyrazine-2-carboxamide chlorhydrate; N-amidino-3,5-diamino-6-chloropyrazinecarboxamide hydrochloride; 3,5-diamino-N-[amino(imino)methyl]-6-chloropyrazine-2-carboxamide hydrochloride; Arumil; AMipraMidine; HCL AMILORIDE HCL
Molecular FormulaC6H9Cl2N7O
Molecular Weight229.63 (free base basis)
Purity≥98 (HPLC)%
Density2.11 g/cm3
Boiling Point628.1ºC at 760 mmHg
Melting Point293-294°C
Appearancesolid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 2016-88-8 |
| Catalog No. | 2A-9027815 |
| Chinese Name | 盐酸阿米洛利 |
| Synonyms | GUANAMPRAZINE; amiprazidine; 2-Pyrazinecarboxamide, 3,5-diamino-N-(aminoiminomethyl)-6-chloro-, hydrochloride (1:1); 3,5-diamino-N-carbamimidoyl-6-chloropyrazine-2-carboxamide hydrochloride; N-Amidino-3,5-diamino-6-chloropyrazinecarboxamide hydrochloride hydrate; 3,5-Diamino-N-carbamimidoyl-6-chloropyrazine-2-carboxamide Hydrochloride Hydrate; Amiloridhydrochlorid; N-amidino-3,5-diamino-6-chloro-pyrazinecarboxamide hydrochloride; AMIPRAMIDIN; Amiloride HCl; 3,5-Diamino-N-carbamimidoyl-6-chloro-2-pyrazinecarboxamide hydrochloride (1:1); 3,5-diamino-N-carbamimidoyl-6-chloropyrazine-2-carboxamide chlorhydrate; N-amidino-3,5-diamino-6-chloropyrazinecarboxamide hydrochloride; 3,5-diamino-N-[amino(imino)methyl]-6-chloropyrazine-2-carboxamide hydrochloride; Arumil; AMipraMidine; HCL AMILORIDE HCL |
| Molecular Formula | C6H9Cl2N7O |
| Molecular Weight | 229.63 (free base basis) |
| Purity | ≥98 (HPLC) |
| Density | 2.11 g/cm3 |
| Boiling Point | 628.1ºC at 760 mmHg |
| Melting Point | 293-294°C |
| Appearance | solid |
| Water Solubility | H2O: 50 mg/mL, clear, yellow-green | <0.1 g/100 mL |
| Storage Condition | Keep the container sealed and stored in a cool, dr |
| Packaging | II |
| Application | Amiloride (hydrochloride) is an inhibitor of the epithelial sodium channel ENaC and a competitive inhibitor of urokinase plasminogen activator (uPA). |
| HTC | 29339980 |
| PubChem ID | 855999 |
| MDL Number | MFCD00058197 |
| SMILES | Clc1nc(c(nc1N)N)C(=O)N\C(=N\[H])\N.Cl |
| InChI | 1S/C6H8ClN7O.ClH/c7-2-4(9)13-3(8)1(12-2)5(15)14-6(10)11;/h(H4,8,9,13)(H4,10,11,14,15);1H |
| InChI Key | ACHKKGDWZVCSNH-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | 6.1(a) |
| MSDS | msds/27815_1_2016_88_8.pdf |
| Bioactivity | Amiloride (hydrochloride) is an epithelial sodium channel (ENaC) inhibitor and a competitive inhibitor of Urokinase-type plasminogen activator (uPA). Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel Research Areas >> Metabolic Disease Target ENaC, uPA[1] In Vitro Amiloride blocks δβγ channels with an IC50 of 2.6 μM. The Ki of amiloride for δβγ ENaC is 26-fold that of αβγ channels (0.1 μM for αβγ ENaC). Amiloride blockade of δβγ ENaC is much more voltage dependent compared with the αβγ channel. The Ki of amiloride for δαβγ channels is 920 and 13.7 μM at −120 and +80 mV, respectively, which significantly differs from that of both αβγ and δβγ channels[1]. Amiloride is a relatively selective inhibitor of the epithelial sodium channel (ENaC) with an IC50 (the concentration required to reach 50% inhibition of an ion channel) in the concentration range of 0.1 to 0.5 μM. Amiloride is a relatively poor inhibitor of the the Na+/H+ exchanger (NHE) with an IC50 as low as 3 μM in the presence of a low external [Na+] but as high as 1 mM in the presence of a high [Na+]. Amiloride is an even weaker inhibitor of the Na+/Ca2+ exchanger (NCX), with an IC50 of 1 mM. Amiloride (1 μM) and submicromolar doses of Benzamil (30 nM), doses known to inhibit the ENaC, inhibit the myogenic vasoconstriction response to increasing perfusion pressure by blocking the activity of ENaC proteins. Amiloride completely inhibits Na+ influx in doses known to be relatively specific for ENaC (1.5 μM) in vascular smooth muscle cells (VSMC)[2]. In Vivo Amiloride (1 mg/kg/day) subcutaneously is found to reverse the initial increases in collagen deposition and prevent any further increases in the DOCA-salt hypertensive rat. Amiloride delays the onset of proteinuria and improved brain and kidney histologic scores in the saline-drinking, stroke-prone spontaneously hypertensive rats (SHRSP) compared with controls. Amiloride antagonizes or prevents actions of aldosterone in these cells and in cardiovascular and renal tissues in animals with salt-dependent forms of hypertension[2]. References [1]. Ji, H.L., et al. delta ENaC: a novel divergent amiloride-inhibitable sodium channel. Am J Physiol Lung Cell Mol Physiol, 2012. 303(12): p. L1013-26. [2]. Teiwes J, et al. Epithelial sodium channel inhibition in cardiovascular disease. A potential role for amiloride. Am J Hypertens. 2007 Jan;20(1):109-17. Chemical & Physical Properties Density 2.11 g/cm3 Boiling Point 628.1ºC at 760 mmHg Melting Point 293-294°C Molecular Formula C6H9Cl2N7O Molecular Weight 266.088 Flash Point 333.7ºC Exact Mass 265.024567 PSA 156.79000 LogP 2.07300 Vapour Pressure 1.08E-15mmHg at 25°C InChIKey ACHKKGDWZVCSNH-UHFFFAOYSA-N SMILES Cl.NC(N)=NC(=O)c1nc(Cl)c(N)nc1N Storage condition Store at RT Water Solubility H2O: 50 mg/mL, clear, yellow-green | <0.1 g/100 mL at 19.5 ºC |
| Use of | Amiloride (hydrochloride) is an epithelial sodium channel (ENaC) inhibitor and a competitive inhibitor of Urokinase-type plasminogen activator (uPA). Properties Name amiloride hydrochloride Synonym More Synonyms Amiloride hydrochloride Biological Activity Description Amiloride (hydrochloride) is an epithelial sodium channel (ENaC) inhibitor and a competitive inhibitor of Urokinase-type plasminogen activator (uPA). Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel Research Areas >> Metabolic Disease ENaC, uPA[1] References [1]. Ji, H.L., et al. delta ENaC: a novel divergent amiloride-inhibitable sodium channel. Am J Physiol Lung Cell Mol Physiol, 2012. 303(12): p. L1013-26. [2]. Teiwes J, et al. Epithelial sodium channel inhibition in cardiovascular disease. A potential role for amiloride. Am J Hypertens. 2007 Jan;20(1):109-17. Chemical & Physical Properties Exact Mass 265.024567 PSA 156.79000 LogP 2.07300 InChIKey ACHKKGDWZVCSNH-UHFFFAOYSA-N SMILES Cl.NC(N)=NC(=O)c1nc(Cl)c(N)nc1N Storage condition Store at RT |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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