FALECALCITRIOL

FALECALCITRIOL Structure
CAS No.
83805-11-2
Chemical Name:
FALECALCITRIOL
Synonyms
Hornel;ST 630;Fulstan;Ro 23-4194;Flocalcitrol;Flocacitriol;Falecalcitol;Flocalcitriol;F6-1,25(OH)2D3;FALECALCITRIOL
CBNumber:
CB8849801
Molecular Formula:
C27H38F6O3
Molecular Weight:
524.58
MOL File:
83805-11-2.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:39

FALECALCITRIOL Properties

Boiling point 576.9±50.0 °C(Predicted)
Density 1.24±0.1 g/cm3(Predicted)
storage temp. Store at -20°C,unstable in solution, ready to use.
solubility Soluble in DMSO
form Powder
pka 9.77±0.29(Predicted)
color White to off-white

FALECALCITRIOL Chemical Properties,Uses,Production

Description

Falecalcitriol, previously known as flocalcitrol, was launched by several codevelopers in Japan for the treatment of secondary hyperthyroidism (SHPT). This hexafluorinated analog of 1α,25-dihydroxyvitamin D3 (calcitriol), the hormonally active form of vitamin D3, can be obtained by several different synthetic routes from a conveniently protected cholestenol, a key step being an aldol reaction with hexafluoroacetone. Falecalcitriol is several times more active than 1,25(OH)2D3 in regulating the proliferation of parathyroid cells and parathyroid hormone (PTH) synthesis that are believed to be mediated through binding to VDR, a nuclear receptor for vitamin D; furthermore, it was proposed that a bioactive 23S-hydroxylated metabolite, resistant to further metabolism, contributes to the retention of an active compound for longer in cells and so, to significantly lengthen the duration of action. In a comparative clinical study conducted in hemodialysis patients with moderate to severe SHPT, falecalcitriol was found to be more active than alfacalcidol in suppressing parathyroid hormone without triggering hypercalcemia.

Uses

Hexafluorinated analog of Calcitriol (C144500). A more potent therapeutic agent for secondary hyperparathyroidism.

Hazard

A poison by ingestion.

FALECALCITRIOL Preparation Products And Raw materials

Raw materials

Preparation Products

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(+)-(5Z,7E)-26,26,26,27,27,27-Hexafluoro-9,10-secocholesta-5,7,10(19)-triene-1α,3β,25-triol 26,26,26,27,27,27-Hexafluoro-1,25-dihydroxyvitamin D3 9,10-Secocholesta-5,7,10(19)-triene-1,3,25-triol, 26,26,26,27,27,27-hexafluoro-, (1α,3β,5Z,7E)- Flocalcitriol Flocalcitrol Fulstan Ro 23-4194 ST 630 26,27-F6-1,25-(OH)2D3 F6-1,25(OH)2D3 26,26,26,27,27,27-Hexafluoro-1α,25-dihydroxycholecalciferol 26,27-Hexafluoro-1α,25-dihydroxyvitamine D3 FALECALCITRIOL (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-7a-Methyl-1-[(2R)-7,7,7-trifluoro-6-hydroxy-6-(trifluoromethyl)heptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol (1R,4S,5Z)-4-Methylene-5-[(2E)-2-[1-[(1R)-6,6,6-trifluoro-5-hydroxy-1-Methyl-5-(trifluoroMethyl)hexyl]octahydro-7a-Methyl-4H-inden-4-ylidene]ethylidene]-1,3-cyclohexanediol (1α,3β,5Z,7E)-26,26,26,27,27,27-Hexafluoro-9,10-secocholesta-5,7,10(19)-triene-1,3,25-triol F6-1α,25-DihydroxyvitaMin D3 Flocacitriol 1,3-Cyclohexanediol, 4-methylene-5-[(2E)-2-[1-[(1R)-6,6,6-trifluoro-5-hydroxy-1-methyl-5-(trifluoromethyl)hexyl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-, (1R,4S,5Z)- Falecalcitol Hornel 83805-11-2 C27H38F6O3 Chiral Reagents Intermediates & Fine Chemicals Pharmaceuticals