CAS Number976-71-6
SynonymsPhanurane; Luvion; ALDADIENE; (17a)-17-Hydroxy-3-oxopregna-4,6-diene-21-carboxylic acid g-lactone; 17a-(2-Carboxyethyl)-17b-hydroxyandrosta-4,6-dien-3-one Lactone; Canrenone; 17a-(2-Carboxyethyl)-17b-hydroxy-3-oxoandrosta-4,6-diene Lactone; 3-(3-Oxo-17b-hydroxy-4,6-androstadien-17a-yl)propionic Acid g-Lactone; Contaren; 6-Dehydrotestosterone-17a-propionic Acid g-Lactone; CANRENONE-D4; 11614 R.P.
Molecular FormulaC22H28O3
Molecular Weight340.46
Purity98%
Density1.2±0.1 g/cm3
Boiling Point541.1±50.0 °C at 760 mmHg
Melting Point158-160ºC
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 976-71-6 |
| Catalog No. | 2A-9009559 |
| Chinese Name | 坎利酮 |
| Synonyms | Phanurane; Luvion; ALDADIENE; (17a)-17-Hydroxy-3-oxopregna-4,6-diene-21-carboxylic acid g-lactone; 17a-(2-Carboxyethyl)-17b-hydroxyandrosta-4,6-dien-3-one Lactone; Canrenone; 17a-(2-Carboxyethyl)-17b-hydroxy-3-oxoandrosta-4,6-diene Lactone; 3-(3-Oxo-17b-hydroxy-4,6-androstadien-17a-yl)propionic Acid g-Lactone; Contaren; 6-Dehydrotestosterone-17a-propionic Acid g-Lactone; CANRENONE-D4; 11614 R.P. |
| Molecular Formula | C22H28O3 |
| Molecular Weight | 340.46 |
| Purity | 98 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 541.1±50.0 °C at 760 mmHg |
| Melting Point | 158-160ºC |
| Storage Condition | Room temperature, dry |
| Application | Canrenone (Aldadiene; SC9376; SC14266) is an aldosterone antagonist widely used as a diuretic. |
| HTC | 29329990 |
| PubChem ID | 329751141 |
| MDL Number | MFCD00071735 |
| SMILES | C[C@@]12C(C=C[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]45OC(CC5)=O)=CC(CC1)=O |
| InChI | 1S/C22H28O3/c1-20-9-5-15(23)13-14(20)3-4-16-17(20)6-10-21(2)18(16)7-11-22(21)12-8-19(24)25-22/h3-4,13,16-18H,5-12H2,1-2H3/t16-,17+,18+,20+,21+,22-/m1/s1 |
| InChI Key | UJVLDDZCTMKXJK-WNHSNXHDSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | Transport |
| MSDS | msds/9559_1_976_71_6.pdf |
| Bioactivity | Canrenone (Aldadiene; SC9376; SC14266) is an aldosterone antagonist extensively used as a diuretic agent. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Mineralocorticoid Receptor Research Areas >> Cardiovascular Disease Target Target: Aldosterone[1] In Vitro Canrenone inhibits the production of eortieosterone, 18-hydroxydesoxyeortieosterone, 18-hydroxycorticosterone and aldosterone in a dose-dependent manner[1]. Canrenone dose-dependently reduces platelet-derived growth factor-induced cell proliferation and motility. Canrenone inhibits the activity of the Na+/H+ exchanger 1 induced by platelet-derived growth factor[2]. In Vivo Canrenone is the principal active metabolite of Spironolactone in the rat only for a limited period. During chronic treatment a difference developed between the effect of Spironolactone and Canrenone on the RAAS indicating a decrease in the anti-mineralocorticoid activity of Canrenone and an increase in the efficacy of Spironolactone[3]. Cell Assay Confluent Hepatic Stellate Cells (HSC) are incubated in SFIF medium for 24 hours and exposed to increasing concentrations of canrenone (1, 5, 10, 25 μM). Cell viability is evaluated by the trypan blue dye exclusion test at the end of a 24- to 48-hour incubation period[2]. Animal Admin Rats[3] Canrenone (CAN) is given orally in two different doses (10.25, 20.5 mg/mL) to Male SPF Sprague-Dawley rats for 6 weeks. To determine the Na+, K+, fluid and aldosterone excretion the urine of the rats destined to be killed after 6 weeks is collected at weekly intervals[3]. References [1]. Erbler HC, et al. On the mechanism of the inhibitory action of the spirolactone SC 9376 (aldadiene) on the production of corticosteroids in rat adrenals in vitro. Naunyn Schmiedebergs Arch Pharmacol. 1973;277(2):139-49. [2]. Caligiuri A, et al. Antifibrogenic effects of canrenone, an antialdosteronic drug, on human hepatic stellate cells. Gastroenterology. 2003 Feb;124(2):504-20. [3]. Erbler HC, et al. Effect of spironolactone and its main metabolite canrenone on the renin-angiotensin-aldosterone-system during long-term treatment in rats. Acta Endocrinol (Copenh). 1979 Jan;90(1):147-56. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 541.1±50.0 °C at 760 mmHg Melting Point 158-160ºC Molecular Formula C22H28O3 Molecular Weight 340.456 Flash Point 237.6±30.2 °C Exact Mass 340.203857 PSA 43.37000 LogP 2.99 Vapour Pressure 0.0±1.4 mmHg at 25°C Index of Refraction 1.581 InChIKey UJVLDDZCTMKXJK-WNHSNXHDSA-N SMILES CC12CCC(=O)C=C1C=CC1C2CCC2(C)C1CCC21CCC(=O)O1 |
| Use of | Canrenone (Aldadiene; SC9376; SC14266) is an aldosterone antagonist extensively used as a diuretic agent. Properties Articles29 Name Canrenone Synonym More Synonyms Canrenone Biological Activity Description Canrenone (Aldadiene; SC9376; SC14266) is an aldosterone antagonist extensively used as a diuretic agent. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Mineralocorticoid Receptor Research Areas >> Cardiovascular Disease Target: Aldosterone[1] In Vitro Canrenone inhibits the production of eortieosterone, 18-hydroxydesoxyeortieosterone, 18-hydroxycorticosterone and aldosterone in a dose-dependent manner[1]. Canrenone dose-dependently reduces platelet-derived growth factor-induced cell proliferation and motility. Canrenone inhibits the activity of the Na+/H+ exchanger 1 induced by platelet-derived growth factor[2]. In Vivo Canrenone is the principal active metabolite of Spironolactone in the rat only for a limited period. During chronic treatment a difference developed between the effect of Spironolactone and Canrenone on the RAAS indicating a decrease in the anti-mineralocorticoid activity of Canrenone and an increase in the efficacy of Spironolactone[3]. Cell Assay Confluent Hepatic Stellate Cells (HSC) are incubated in SFIF medium for 24 hours and exposed to increasing concentrations of canrenone (1, 5, 10, 25 μM). Cell viability is evaluated by the trypan blue dye exclusion test at the end of a 24- to 48-hour incubation period[2]. References [1]. Erbler HC, et al. On the mechanism of the inhibitory action of the spirolactone SC 9376 (aldadiene) on the production of corticosteroids in rat adrenals in vitro. Naunyn Schmiedebergs Arch Pharmacol. 1973;277(2):139-49. [2]. Caligiuri A, et al. Antifibrogenic effects of canrenone, an antialdosteronic drug, on human hepatic stellate cells. Gastroenterology. 2003 Feb;124(2):504-20. [3]. Erbler HC, et al. Effect of spironolactone and its main metabolite canrenone on the renin-angiotensin-aldosterone-system during long-term treatment in rats. Acta Endocrinol (Copenh). 1979 Jan;90(1):147-56. Chemical & Physical Properties Molecular Formula C22H28O3 Exact Mass 340.203857 PSA 43.37000 Index of Refraction 1.581 InChIKey UJVLDDZCTMKXJK-WNHSNXHDSA-N |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Danger Regulations: 3077 International Maritime Transport Danger Regulations: 3077 International Air Transport Danger Regulations: 3077 14.2 United Nations shipping name European land transport hazard regulations: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (Canrenone) IMDG: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. International Air Transport Hazardous Regulations: Environmentally hazardous substance, solid, n.o.s. (Canrenone) 14.3 Transport hazard categories European land transport Dangerous Regulations: 9 International sea transport Dangerous Regulations: 9 International air transport Dangerous Regulations: 9 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Dangerous Regulations: Yes International Maritime Transport Dangerous Regulations International Air Transport Dangerous Regulations: Yes Marine Pollutants (Yes/No): Yes 14.6 Special reminder to users further information Dangerous goods are individually packaged, with liquids exceeding 5 liters or solids exceeding 5 kilograms. The outer packaging of each independent package and the combined independent inner package must have EHS on it. Identification (according to European ADR Regulation 2.2.9.1.10, IMDG Regulation 2.10.3), See reverse side of invoice or packing slip. |
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