雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯

雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯 - Names and Identifiers

Name	Canrenone
Synonyms	Luvion sc9376 SC 9376 RP 11641 Phanurane phanurane Canrenona Aldadiene CANRENONE Canrenone 11614 R.P Canrenonum NSC 261713 11614 R. P. BRN 0046602 CANRENONE-D4 UNII-78O20X9J0U Aldadiene (VAN) spirolactonesc14266 Spirolactone SC 14266 Canrenonum [INN-Latin] Canrenona [INN-Spanish] CANRENOIC ACID GAMMA LACTONE 5-17-11-00476 (Beilstein Handbook Reference) 4,6-ANDROSTADIEN[(17(B-1')-SPIRO-5')]-PERHYDROFURAN-2,3-DIONE 17alpha-(2-Carboxyethyl)-17beta-hydroxyandrosta-4,6-dien-3-one lactone 17-Hydroxy-3-oxo-17alpha-pregna-4,6-diene-21-carboxylic acid gamma-lactone pregna-4,6-diene-21-carboxylicacid,17-hydroxy-3-oxo-,gamma-lactone,(17-alph Pregna-4,6-diene-21-carboxylic acid, 17-hydroxy-3-oxo-, gamma-lactone (17alpha)- 17alpha-Pregna-4,6-diene-21-carboxylic acid, 17-hydroxy-3-oxo-, gamma-lactone (8CI) 10,13-dimethyl-1,8,9,10,11,12,13,14,15,16-decahydro-3'H-spiro[cyclopenta[a]phenanthrene-17,2'-furan]-3,5'(2H,4'H)-dione (10R,13S,17R)-10,13-dimethyl-1,8,9,10,11,12,13,14,15,16-decahydro-3'H-spiro[cyclopenta[a]phenanthrene-17,2'-furan]-3,5'(2H,4'H)-dione (8R,9S,10R,13S,14S,17R)-10,13-dimethyl-1,8,9,10,11,12,13,14,15,16-decahydro-3'H-spiro[cyclopenta[a]phenanthrene-17,2'-furan]-3,5'(2H,4'H)-dione
CAS	976-71-6
EINECS	213-554-5
InChI	InChI=1/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+/m0/s1

雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯 - Physico-chemical Properties

Molecular Formula	C22H28O3
Molar Mass	340.46
Density	1.1236 (rough estimate)
Melting Point	158-1600C
Boling Point	416.25°C (rough estimate)
Specific Rotation(α)	D +24.5° (chloroform)
Flash Point	237.6°C
Water Solubility	272.4ug/L(25 ºC)
Solubility	DMSO: soluble20mg/mL, clear
Vapor Presure	8.95E-12mmHg at 25°C
Appearance	powder
Color	white to beige
Storage Condition	room temp
Refractive Index	1.5000 (estimate)
Physical and Chemical Properties	Slightly yellow or milky white crystalline powder (ethyl acetate). Melting point 149-151 ℃, curing and remelting at 165 ℃.
Use	For the treatment of edema in heart failure and cirrhotic ascites
In vitro study	Canrenone inhibits the production of eortieosterone, 18-hydroxydesoxyeortieosterone, 18-hydroxycorticosterone and aldosterone in a dose-dependent manner. 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.
In vivo study	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.

雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯 - Risk and Safety

Risk Codes	R40 - Limited evidence of a carcinogenic effect R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Description	S36/37 - Wear suitable protective clothing and gloves. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets.
UN IDs	UN 3077 9 / PGIII
WGK Germany	3
HS Code	29329990

雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯 - Reference Information

LogP	2.54 at 25℃
NIST chemical information	information provided by: webbook.nist.gov (external link)
biological activity	Canrenone (Aldadiene; SC9376; SC14266) is an aldosterone antagonist widely used as a diuretic.
Use	an intermediate of spironolactone. Itself is an aldosterone antagonist. canranone (spironolactone EP impurity F) is an aldosterone antagonist. Diuretics. For the treatment of edema of heart failure and cirrhosis of the liver ascites.
production method	17-hydroxy-3-oxo-17 α-pregnenol-4-ene-21-carboxylic acid-γ-lactone can be used prepared by dehydrogenation. While the former can be from 17 alpha-alkynyl-3 beta, 17 beta-dihydroxyandrosten-5-ene (I. E., acetylene androstenene diol) by alkynyl with methyl magnesium iodide replacement, hydrolysis, salt formation and catalytic hydrogenation to produce 3 beta, 17 beta dihydroxyandrostin-5-en-17 alpha-propionate potassium, and then the product is prepared by internal esterification and oxidation of the 3-position hydroxyl group.

Last Update：2024-04-09 02:00:12

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雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯
蛋黄磷脂酰胆碱
Propanoic acid, 2-(hydroxyphosphinyl)-
氟哌啶醇相关物质A USP标准品
4-Cyclohexene-1,2-dicarbonyl dichloride, trans- (9CI)
3-Azabicyclo[3.3.1]nonane, 9-methoxy-9-(3-methylphenyl)-3-(2-phenylethyl)-
FMOC-L-HOMOGLUTAMIC ACID
4-(2-CHLOROACETYL) METHYLSULFONYL ANILINE
1,4-Benzenedicarboxylic acid, 1-[2-[[4-[(2-hydroxyethoxy)carbonyl]benzoyl]oxy]ethyl] ester
TOSYL FLUORIDE

雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯

Canrenone

CAS: 976-71-6

Molecular Formula: C22H28O3

雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯 - Names and Identifiers

雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯 - Physico-chemical Properties

雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯 - Risk and Safety

雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯 - Reference Information

Supplier List

雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯 Request for Quotation

Canrenone

CAS: 976-71-6

Molecular Formula: C22H28O3

雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯 - Names and Identifiers

雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯 - Physico-chemical Properties

雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯 - Risk and Safety

雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯 - Reference Information

Supplier List

雄甾-4,6-二烯-17β-醇-3-酮-17α-丙酸内酯