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41294-56-8 (Alfacalcidol)

1

Identification

Alfacalcidol Alfacalcidol
Name Alfacalcidol
Formula C27H44O2
MW 400.64
CAS No. 41294-56-8
EINECS 255-297-1
Smiles C[[email protected]]([[email protected]@H]([[email protected]](C)CCCC(C)C)CC1)(CCC/2)[[email protected]]1([H])C2=C/C=C(C[[email protected]]3O)/C([[email protected]@H](O)C3)=C
Synonyms 1-alpha-Hydroxycholecalciferol; (1alpha,3beta,5Z,7E)-Secocholesta-5,7,10(19)-triene-1,3-diol; (1R,3S,E)-5-((Z)-2-((1R,3aS,7aR)-7a-methyl-1-((R)-6-methylheptan-2-yl)hexahydro-1H-inden-4(2H)-ylidene)ethylidene)-4-methylenecyclohexane-1,3-diol
InChI InChI=1S/C27H44O2/c1-18(2)8-6-9-19(3)24-13-14-25-21(10-7-15-27(24,25)5)11-12-22-16-23(28)17-26(29)20(22)4/h11-12,18-19,23-26,28-29H,4,6-10,13-17H2,1-3,5H3/b21-11-,22-12+/t19-,23-,24-,25+,26+,27-/m1/s1
2

Introduction

Alfacalcidol (1-hydroxycholecalciferol; Alpha D3; 1.alpha.-Hydroxyvitamin D3) is a non-selective VDR activator medication.

Background Information

Alfacalcidol is a 1α-Hydroxyvitamin D3 is a form of vitamin D that helps the body absorb calcium from food. ......by Affix Scientific
One of the synthetic analog of Vitamin D3, which has been found to be effective in mediating intestinal calcium absorbtion and bone calcium metabolism. ......by BOC Sciences
Alfacalcidol is a non-selective VDR activator medication. ......by Selleck Chemicals LLC
Alfacalcidol is a non-selective VDR activator medication. ......by Target Molecule Corp.
Metabolite and prodrug of vitamin D3 (Cat. No. 4156). Improves mechanical bone strength and bone mass; suppresses osteoclastic bone resorption in vivo. ......by Tocris Bioscience Inc.
3

Protocol(Only for Reference)

Cell Experiment

Animal Experiment

4

Physical and Chemical Properties

Appearance:White to off-white solid EBNumber:EB000028777

Storage condition

Up to one week at 4°C or six months at -20°C. by Affix Scientific
Store at -20°C by Tocris Bioscience Inc.

Solubility

DMSO ≥78mg/mL Water <1.2mg/mL Ethanol ≥79mg/mL by MedChemexpress Co., Ltd.
(25°C) * In vitro DMSO 80 mg/mL (199.68 mM); Ethanol80 mg/mL (199.68 mM); Water<1 mg/mL (<1 mM) by Selleck Chemicals LLC
Soluble to 100 mM in DMSO and to 100 mM in ethanol by Tocris Bioscience Inc.
5

Mechanism and Indication

Signaling Pathways Others
Target VD/VDR
Research Area Metabolic Disease
Indications Hepatitis C virus infection Osteoporosis Secondary hyperparathyroidism
6

Clinical Information

Product Name Sponsor & Collaborators Indications Start Date End Date Phase
Alfacalcidol Minapharm Pharmaceuticals Hepatitis C virus infection 2013/6/30 2015/6/30 Phase 4 Clinical
Alfacalcidol Seoul National University Hospital 2013/1/31 2013/3/31 Phase 4 Clinical
Alfacalcidol Eli Lilly Japan KK Osteoporosis 2011/8/31 2011/12/31 Phase 4 Clinical
Alfacalcidol Mahidol University Secondary hyperparathyroidism 2008/8/31 2009/8/31 Phase 4 Clinical
Alfacalcidol - Launched
7

Safety Data of Alfacalcidol

Hazard Symbols : T+,Xi
Risk Statements : 26/27/28-36/37/38
Safety Statements : 28-36/37-45-36-26
HS Code : 29361000
RTECS : VS2851000
WGKGermany : 3
8

Spectral Information

9

Suppliers List

Company Price and Availability Country/Region
Affix Scientific 25mg/USD730(In stock);100mg/USD1595(In stock) USA
BOC Sciences 50mg/USD398(In stock)
Beijing Bode United Chemical Co., Ltd. China
Biochempartner Co., Ltd China
CHEMSCENE, LLC 5mg/USD96();10mg/USD168() USA
Chongqing Chemieliva Pharmaceutical Co., Ltd. China
Formosa Laboratories, Inc. CHINA
Hydragon Pharma Co., Ltd. China
Manus Aktteva India
MedChemexpress Co., Ltd. 5mg/USD96();10mg/USD168() USA
Nectar Industrial Co., Ltd. China
Selleck Chemicals LLC 2mg/USD70(In stock);5mg/USD120(In stock);10mM/1mLIn DMSO/USD190(In stock);25mg/USD370(In stock);100mg/USD970(In stock) USA
Shanghai Haoyuan Chemexpress Co., Ltd. 5mg/USD96();10mg/USD168() China
Shanghai RenYoung Pharmaceutical Co., Ltd. China
Target Molecule Corp. 5mg/USD97();100mg/USD371() USA
Tocris Bioscience Inc. USA
Xi'an Fude Technology Co., Ltd. China
Yann Pharmachem Co., Ltd. China
Zhangjiagang Sunrise Fine Chemical Co., Ltd. China
Zhejiang Esun Chemical Co., Ltd. China
10

Related Products

Other Forms of 41294-56-8

Name CAS No Formula MW
YYA-021 144217-65-2 C18H27N3O2 317.43
AZD9362 1905412-80-7 C24H27ClN8O2 494.98
NT157 1384426-12-3 C16H14BrNO5S 412.26
MK-4101 935273-79-3 C24H24F5N5O 493.47
PT-262 86811-36-1 C14H13ClN2O2 276.72
NSC 663284 383907-43-5 C15H16ClN3O3 321.76
NSC5844 140926-75-6 C20H16Cl2N4 383.27
PD 117519 96392-15-3 C19H21N5O4 383.4
4-Pyridinecarboxamide, 2-chloro-N-[4-(4,5-dihydronaphth[1,2-c]isoxazol-3-yl)phenyl]-6-methoxy-N-methyl- 924765-47-9 C25H20ClN3O3 445.9
4-Pyridinecarboxamide, 2-chloro-N-[4-(4,5-dihydronaphth[1,2-c]isoxazol-3-yl)phenyl]-6-methoxy- 924731-61-3 C24H18ClN3O3 431.87

Recommended Compounds in VD/VDR

Name CAS No Formula MW
25,26-Dihydroxyvitamin D3 29261-12-9 C27H44O3 416.64
(24R)-MC 976 112828-09-8 C27H42O3 414.62
(24S)-24,25-Dihydroxyvitamin D3 55700-58-8 C27H44O3 416.64
Calcitriol Impurities D 103656-40-2 C28H46O3 430.663
Calcifediol (monohydrate) 63283-36-3 C27H44O2 400.64
Cholecalciferol 67-97-0 C27H44O 384.64
(24S)-MC 976 112849-14-6 C27H42O3 414.62
(1S,4R,E)-4-((1R,3aS,7aR,E)-4-((Z)-2-((3S,5R)-3,5-bis((tert-butyldimethylsilyl)oxy)-2-methylenecyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)-1-cyclopropylpent-2-en-1-ol C39H68O3Si2 641.1264
VD3-D6 118584-54-6 C27H38D6O 390.67
VD2-D3 1217448-46-8 C28H41D3O 399.67
25-Hydroxy VD2-D6 1262843-46-8 C28H38D6O2 418.68
1alpha, 25-Dihydroxy VD2-D6 216244-04-1 C28H38D6O3 434.68
Calcipotriol (monohydrate) 147657-22-5 C27H42O4 430.62
Cholecalciferol 67-97-0 C27H44O 384.63766
Calcitriol Impurities A 73837-24-8 C27H44O3 416.6365
(1R,3S,E)-5-((E)-2-((1R,3aS,7aR)-1-((2R,5S,E)-5-cyclopropyl-5-hydroxypent-3-en-2-yl)-7a-methylhexahydro-1H-inden-4(2H)-ylidene)ethylidene)-4-methylenecyclohexane-1,3-diol 910133-70-9 C27H40O3 412.6047
Paricalcitol 131918-61-1 C27H44O3 416.64
MC 976 129831-99-8 C27H42O3 414.62
24R-Calcipotriol 112827-99-3 C27H40O3 412.6
MC 1046 126860-83-1 C27H38O3 410.59

Recommended Compounds in Same Indication

Name CAS No Formula MW
Daclatasvir (dihydrochloride) 1009119-65-6 C40H52Cl2N8O6 811.8
Telaprevir 402957-28-2 C36H53N7O6 679.85
Danoprevir 850876-88-9 C35H46FN5O9S 731.83
Toremifene (Citrate) 89778-27-8 C32H36ClNO8 598.08
Sorafenib (Tosylate) 475207-59-1 C28H24ClF3N4O6S 637.03
Rilpivirine 500287-72-9 C22H18N6 366.42
Narlaprevir 865466-24-6 C36H61N5O7S 707.96
Emricasan 254750-02-2 C26H27F4N3O7 569.5
Cinacalcet (hydrochloride) 364782-34-3 C22H23ClF3N 393.87
Odanacatib 603139-19-1 C25H27F4N3O3S 525.56
MK-0773 606101-58-0 C27H34FN5O2 479.59
Balapiravir 690270-29-2 C21H30N6O8 494.5
Cinacalcet 226256-56-0 C22H22F3N 357.41
Silibinin 22888-70-6 C25H22O10 482.44
Nesbuvir 691852-58-1 C22H23FN2O5S 446.49
Clemizole 442-52-4 C19H20ClN3 325.84
Asunaprevir 630420-16-5 C35H46ClN5O9S 748.29
Zanamivir 139110-80-8 C12H20N4O7 332.31
Doxercalciferol 54573-75-0 C28H44O2 412.65
CTS-1027 193022-04-7 C19H20ClNO6S 425.88
11

Route of Synthesis

12

References

[1]. Shiraishi et al (2000) Alfacalcidol inhibits bone resorption and stmulates formation in an ovariectomized rat model of osteoporosis: Distinct actions from estrogen. Journal of Bone and Mineral Research. 15 770.

[2]. Ringe JD, Schacht E. et al. Prevention and therapy of osteoporosis: the roles of plain vitamin D and alfacalcidol. Rheumatol Int. 2004 Jul;24(4):189-97.

[3]. Ivarsen P, Povlsen JV, Christensen KL.Effect of alfacalcidol on cardiac function in patients with chronic kidney disease stage 4 and secondary hyperparathyroidism: A pilot study.Scand J Urol Nephrol. 2012 Jun 25.

[4]. Rianthavorn P,et al. Prevention of bone loss in children receiving long-term glucocorticoids with calcium and alfacalcidol or menatetrenone.J Pediatr Endocrinol Metab. 2012;25(3-4):307-12.

[5]. Ringe JD, Farahmand P, Schacht E.Alfacalcidol in men with osteoporosis: a prospective, observational, 2-year trial on 214 patients.Rheumatol Int. 2012 Apr 8.

Protocol Reference

13

More Information

Alfacalcidol

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