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Alfacalcidol

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Name

Alfacalcidol

EINECS 255-297-1
CAS No. 41294-56-8 Density 1.01 g/cm3
PSA 40.46000 LogP 6.58980
Solubility N/A Melting Point 134-136 °C
Formula C27H44O2 Boiling Point 531.5 °C at 760 mmHg
Molecular Weight 400.645 Flash Point 222.6 °C
Transport Information UN 2811 6.1/PG 1 Appearance white powder
Safety 28-36/37-45-36-26 Risk Codes 26/27/28-36/37/38
Molecular Structure Molecular Structure of 41294-56-8 (Alfacalcidol) Hazard Symbols VeryT+, IrritantXi
Synonyms

9,10-Secocholesta-5,7,10(19)-triene-1,3-diol,(1a,3b,5Z,7E)- (9CI);(1S)-Hydroxycalciol;1-Hydroxyvitamin D3;1a-Hydroxycholecalciferol;1a-Hydroxyvitamin D3;Alfarol;Alpha D3;Alfacalcidolum;Alpharol;Bondiol;EinsAlpha;Etalpha;Oxydevit;Un Alfa;Un Alpha;a-Calcidol;

Article Data 37

Alfacalcidol Synthetic route

108887-35-0

1α,3β-bis(tert-butyldimethylsilyloxy)-9,10-secocholesta-5,7,10(19)-triene

41294-56-8

1α-hydroxyvitamin D3

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 2h; Heating;98%
With tetrabutyl ammonium fluoride In tetrahydrofuran at 55℃;70%
With tetrabutyl ammonium fluoride In tetrahydrofuran for 4h; Yield given;
873567-11-4

(1R,3aS,7aR)-1-((R)-1,5-Dimethyl-hexyl)-7a-methyl-4-[2-[(3S,5R)-2-methylene-3,5-bis-triisopropylsilanyloxy-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-octahydro-indene

41294-56-8

1α-hydroxyvitamin D3

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 1h;94%
162889-26-1

1α-di<(2-methoxyethoxy)methoxy>vitamin D3

41294-56-8

1α-hydroxyvitamin D3

Conditions
ConditionsYield
With zinc dibromide In dichloromethane91%
138924-22-8

(1R,3aS,7aR)-4-[2-[(3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-indene

41294-56-8

1α-hydroxyvitamin D3

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 40h; Ambient temperature;79%
With tetrabutyl ammonium fluoride In tetrahydrofuran Ambient temperature;79%
Conditions
ConditionsYield
With anthracene In methanol at 20℃; for 4h; Inert atmosphere; UV-irradiation;75%
With anthracene; triethylamine In toluene Kinetics; Concentration; Time; UV-irradiation;
41461-13-6

1α-hydroxyprecalciferol3

41294-56-8

1α-hydroxyvitamin D3

Conditions
ConditionsYield
With potassium hydroxide In methanol at 80℃; for 24h;64%
In benzene for 8h; Heating; Yield given;
In ethanol-d6 at 80℃; Rate constant; Equilibrium constant;
67657-73-2

(1S,6R)-3-deoxy-1-hydroxy-6-methoxy-3,5-cyclo-5,6-dihydrovitamin D3

41294-56-8

1α-hydroxyvitamin D3

Conditions
ConditionsYield
Stage #1: (1S,6R)-3-deoxy-1-hydroxy-6-methoxy-3,5-cyclo-5,6-dihydrovitamin D3 With acetic acid In dimethyl sulfoxide at 20 - 50℃; for 1h; Inert atmosphere;
Stage #2: With 4-Phenylurazole In ethyl acetate at 10℃; for 2h; Reagent/catalyst; Temperature; Inert atmosphere;
45%
Multi-step reaction with 3 steps
1: Hunig base / 5 h / Ambient temperature
2: pTsOH / dioxane; H2O / 0.08 h / 55 °C
3: 39 percent / conc. HCl / methanol / 3.5 h / 60 °C
View Scheme
Multi-step reaction with 3 steps
1: 83 percent / N-ethyl diisopropylamine (Huenig's base) / CH2Cl2 / 1.) 0 deg C, 2.) room temperature, 5 h
2: 51 percent / water / toluene-p-sulphonic acid (PTSA) / dioxane / 0.08 h / 55 °C
3: 39 percent / conc. hydrochloric acid / methanol / 3.5 h / 60 °C
View Scheme
101046-92-8

(1S)-1-methoxymethoxyvitamin D3

41294-56-8

1α-hydroxyvitamin D3

Conditions
ConditionsYield
With hydrogenchloride In methanol at 60℃; for 3.5h;39%
With hydrogenchloride In methanol at 60℃; for 3.5h;39%
43217-89-6

1α,3β-dihydroxycholesta-5,7-diene

41294-56-8

1α-hydroxyvitamin D3

Conditions
ConditionsYield
Stage #1: 1α,3β-dihydroxycholesta-5,7-diene In 1,4-dioxane Irradiation;
Stage #2: at 100℃;
13%
In benzene Irradiation;
(i) EtOH, (UV-irradiation), (ii) (heating); Multistep reaction;
41461-10-3

1α,3β-diacetoxycholesta-5,7-diene

41294-56-8

1α-hydroxyvitamin D3

Conditions
ConditionsYield
(i) pentane, (UV-irradiation), (ii) (isomerization), (iii) (saponification); Multistep reaction;
Multi-step reaction with 2 steps
1: aq. KOH / methanol
2: (i) EtOH, (UV-irradiation), (ii) (heating)
View Scheme

Alfacalcidol Chemical Properties

Molecular Structure:

Molecular Formula: C27H44O2
Molecular Weight: 400.6371
IUPAC Name: (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-7a-Methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
Synonyms of Alfacalcidolum (CAS NO.41294-56-8): 1alpha-Hydroxycholecalciferol ; Alfacalcidol [INN:BAN:JAN] ; (5Z,7E)-9,10-Seco-5,7,10(19)-cholestatrien-1alpha,3beta-diol ; 1-Hydroxyvitamin D3 ; 1alpha-Hydroxy-vitamin D3 ; Alfacalcidol ; Alfacalcidolum ; Alfacalcidolum [INN-Latin] ; Alfarol ; Alpha D 3 ; Alphacalcidol ; Bondiol ; CCRIS 3341 ; EB 644 ; EINECS 255-297-1 ; One-Alpha ; Oxydevit ; Sinovul ; UNII-URQ2517572 ; Un-Alpha ; alpha-Calcidol ; 9,10-Secocholesta-,7,10(19)-triene-1alpha,3beta-diol ; 9,10-Secocholesta-5,7,10(19)-triene-1,3-diol, (1-alpha,3-beta,5Z,7E)- ; 9,10-Secocholesta-5,7,10(19)-triene-1,3-diol,(1alpha,3beta,5Z,7E)-
CAS NO: 41294-56-8
Classification Code: Bone Density Conservation Agents ; Drug / Therapeutic Agent ; Reproductive Effect
Melting point: 134-136°C
Index of Refraction: 1.534
Molar Refractivity: 122.78 cm3
Molar Volume: 394.8 cm3
Surface Tension: 40.2 dyne/cm
Density: 1.01 g/cm3
Flash Point: 222.6 °C
Enthalpy of Vaporization: 92.83 kJ/mol
Boiling Point: 531.5 °C at 760 mmHg
Vapour Pressure: 1.62E-13 mmHg at 25°C

Alfacalcidol Uses

 Alfacalcidolum (CAS NO.41294-56-8) is used as poultry feed additives tibial for prevention, and phytate phosphorus utilization.

Alfacalcidol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 200ug/kg (0.2mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 103, 1978.
dog LD50 oral 500ug/kg (0.5mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 103, 1978.
mouse LD50 intravenous 56ug/kg (0.056mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

MUSCULOSKELETAL: OTHER CHANGES

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Toxicology and Applied Pharmacology. Vol. 36, Pg. 323, 1976.
mouse LD50 oral 440ug/kg (0.44mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BLOOD: CHANGES IN SPLEEN

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 560, 1977.
mouse LD50 subcutaneous 55ug/kg (0.055mg/kg)   PCT Vol. #86-05395,
rat LD50 intravenous 101ug/kg (0.101mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

SENSE ORGANS AND SPECIAL SENSES: CHROMODACYRORREA: EYE

BLOOD: CHANGES IN SPLEEN
Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 653, 1978.
rat LD50 oral 340ug/kg (0.34mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

ENDOCRINE: OTHER CHANGES

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 560, 1977.
rat LD50 subcutaneous 40ug/kg (0.04mg/kg)   PCT Vol. #86-05395,

Alfacalcidol Safety Profile

Hazard Codes Alfacalcidolum (CAS NO.41294-56-8): VeryT+,IrritantXi
Risk Statements: 26/27/28-36/37/38 
R26/27/28: Very toxic by inhalation, in contact with skin and if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 28-36/37-45-26 
S28: After contact with skin, wash immediately with plenty of soap-suds. 
S36/37: Wear suitable protective clothing and gloves. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 2811 6.1/PG 1
WGK Germany: 3
RTECS: VS2851000
F: 8-10
HazardClass: 6.1(a)
PackingGroup: I

Alfacalcidol Standards and Recommendations

The total miscellaneous:≤1.0%
Alfacalcidol Content:97.0%-102.0%

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