CAS No.143-62-4,DIGITOXIGENIN Suppliers

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Basic Information

Molecular Structure:
CAS No.:	143-62-4
Name:	DIGITOXIGENIN
Article Data:	63

Formula:	C23H34 O4
Molecular Weight:	374.521
Synonyms:	5b-Card-20(22)-enolide, 3b,14-dihydroxy- (6CI,7CI,8CI);(+)-Digitoxigenin; Cerberigenin; Digitoxigenin; NSC 407806; D20:22-3,14,21-Trihydroxynorcholenicacid lactone
Density:	1.231g/cm³
Melting Point:	253-255oC (dec.)(lit.)
Boiling Point:	549.3°C at 760 mmHg
Flash Point:	188.1°C
Solubility:	11.24mg/L(30 oC)
Hazard Symbols:	T
Risk Codes:	25
Safety:	Poison by ingestion, subcutaneous, intravenous, and parenteral routes. When heated to decomposition it emits acrid smoke and irritating fumes.
PSA:	66.76000
LogP:	3.60430

Synthetic route

: 182573-64-4
4-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-(tert-Butyl-dimethyl-silanyloxy)-14-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-5H-furan-2-one

: 143-62-4
(+)-digitoxigenin

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In methanol for 24h; Ambient temperature;	97%
With sulfuric acid In methanol; water for 1h; Heating;	95%

: 71-63-6
digitoxin

: 143-62-4
(+)-digitoxigenin

Conditions

Conditions	Yield
With sulfuric acid In methanol at 0℃; for 5h;	95%
With toluene-4-sulfonic acid In methanol at 20℃;	79%
With hydrogenchloride; ethanol; water

: 809-98-3
14-hydroxy-3β-tetrahydropyranyloxy-5β-card-20(22)-enolide

: 143-62-4
(+)-digitoxigenin

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In ethanol at 60℃; for 1h;	85%

: 29742-88-9, 33156-31-9, 99780-82-2
(Digitoxigenin-3-yl)-4-O-acetyl-2,3,6-tridesoxy-α-L-erythro-hex-2-enopyranosid

: 143-62-4
(+)-digitoxigenin

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol for 2h; Product distribution;	69%

: 1919-02-4
3β,14-dihydroxy-17β-(furan-3-yl)-5β,14β-androstane

: 143-62-4
(+)-digitoxigenin

Conditions

Conditions	Yield
Stage #1: 3β,14-dihydroxy-17β-(furan-3-yl)-5β,14β-androstane With oxygen; rose bengal; N-ethyl-N,N-diisopropylamine In dichloromethane at -78℃; Irradiation; Stage #2: With sodium tetrahydroborate; water In dichloromethane at 20℃; Further stages.;	61%

: 18810-25-8
3β-O-(β-D-digitalosyl)-14-hydroxy-5β,14β-card-20(22)-enolide

A: 14364-82-0
14-dehydrodigitoxigenin 3-O-β-D-digitaloside

B: 4321-20-4
3β-hydroxy-5β-carda-14,20(22)-dienolide

C: 143-62-4
(+)-digitoxigenin

Conditions

Conditions	Yield
at 245℃; other temp., other substrates;	A 4% B 2% C 6%

...Expand

: 12738-19-1, 31087-87-3, 31087-88-4, 58407-69-5, 59284-73-0, 59284-75-2, 69461-00-3, 12708-27-9
3β-O-(β-D-diginosyl)-14-hydroxy-5β,14β-card-20(22)-enolide

: 143-62-4
(+)-digitoxigenin

Conditions

Conditions	Yield
With methanol; sulfuric acid; water

: 18810-25-8
3β-O-(β-D-digitalosyl)-14-hydroxy-5β,14β-card-20(22)-enolide

A: 14364-82-0
14-dehydrodigitoxigenin 3-O-β-D-digitaloside

B: 484-37-7, 523-75-1, 25672-81-5, 78185-80-5, 78185-81-6, 118333-77-0, 484-36-6
6-deoxy-3-O-methyl-D-galactopyranose

C: 4321-20-4
3β-hydroxy-5β-carda-14,20(22)-dienolide

D: 143-62-4
(+)-digitoxigenin

Conditions

Conditions	Yield
With water In 1,4-dioxane at 140℃; for 8h;	A 17 mg B 11 mg C 8 mg D 23 mg
With water In 1,4-dioxane at 140℃; for 8h; other cardenolide and flavonoid glycosides;	A 17 mg B 11 mg C 8 mg D 23 mg

...Expand

: 71-63-6, 11054-89-0, 23394-08-3
digitoxin

: 143-62-4
(+)-digitoxigenin

Conditions

Conditions	Yield
With sulfuric acid In methanol at 20℃; for 4h;	4 g

: 78614-49-0, 99604-84-9, 105761-94-2, 119323-62-5
Digitoxigenin-3β-O-α-L-arabinofuranosid

A: 5328-37-0
L-arabinose

B: 143-62-4
(+)-digitoxigenin

Conditions

Conditions	Yield
With phosphate buffer In water; dimethyl sulfoxide at 37℃; for 0.5h; 1 IE α-L-arabinofuranosidase (Aspergillus niger K 1), enzymatic cleavage;

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Chemistry

IUPAC Name: 4-[(3S,5R,8R,9S,10S,13R,14S,17R)-3,14-Dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-5H-furan-2-one
Synonyms of 3,β,14-Dihydroxy-5,β-card-20(22)enolide (CAS NO.143-62-4) : (3b,5b)-3,14-Dihydroxycard-20(22)-enolide ; 4-[(3S,5R,8R,9S,10S,13R,14S,17R)-3,14-Dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2(5H)-furanon ; Card-20(22)-enolide, 3,14-dihydroxy-, (3.beta.,5.beta.)-
Product Categories: 3,β,14-Dihydroxy-5,β-card-20(22)enolide (CAS NO.143-62-4) belongs to Biochemistry;Steroids;Steroids (Others);ATPase .
CAS NO: 143-62-4
Molecular Formula :C₅₀H₄₉N₇O₁₀S₂
Molecular Weight :374.51
Molecular Structure :
EINECS: 205-603-4
Index of Refraction: 1.59
Surface Tension: 54.4 dyne/cm
Density: 1.231 g/cm³
Flash Point: 188.1 °C
Enthalpy of Vaporization: 95.3 kJ/mol
Boiling Point: 549.3 °C at 760 mmHg
Vapour Pressure: 2.36E-14 mmHg at 25°C
Melting point: 253-255 °C (dec.)(lit.)

Uses

3,β,14-Dihydroxy-5,β-card-20(22)enolide (CAS NO.143-62-4) ist ein Steroid aus der Hydrolyse des Herzglykosids Digitoxin, welches im Fingerhut.

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LDLo	intravenous	254ug/kg (0.254mg/kg)	GASTROINTESTINAL: NAUSEA OR VOMITING	Journal of the American Pharmaceutical Association. Vol. 27, Pg. 189, 1938.
guinea pig	LDLo	intravenous	1419ug/kg (1.419mg/kg)	BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS CARDIAC: OTHER CHANGES BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Archives Internationales de Pharmacodynamie et de Therapie. Vol. 153, Pg. 436, 1965.
mouse	LD50	intracrebral	187ug/kg (0.187mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 908, 1961.
mouse	LD50	intravenous	1131ug/kg (1.131mg/kg)		Life Sciences. Vol. 37, Pg. 775, 1985.
mouse	LD50	oral	26170ug/kg (26.17mg/kg)	BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD CARDIAC: OTHER CHANGES	Archives Internationales de Pharmacodynamie et de Therapie. Vol. 153, Pg. 436, 1965.
mouse	LD50	subcutaneous	11820ug/kg (11.82mg/kg)	BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS CARDIAC: OTHER CHANGES BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Archives Internationales de Pharmacodynamie et de Therapie. Vol. 153, Pg. 436, 1965.
pigeon	LDLo	parenteral	600ug/kg (0.6mg/kg)		Chemical and Pharmaceutical Bulletin. Vol. 8, Pg. 18, 1960.
rat	LD50	intravenous	1600ug/kg (1.6mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 848, 1961.

Safety Profile

Poison by ingestion, subcutaneous, intravenous, and parenteral routes. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes Toxic T
Risk Statements 25
R25 : 3,β,14-Dihydroxy-5,β-card-20(22)enolide (CAS NO.143-62-4) is toxic if swallowed.
Safety Statements 45
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR UN 3462 6.1/PG 2
WGK Germany 3
RTECS FH4975000
HazardClass 6.1(a)
PackingGroup II