Paricalcitol

Paricalcitol Basic information
Product Name:Paricalcitol
Synonyms:CS-1390;PARICALCITOL (10 MG)F0E3030.997MG/MG(AI);PARICALCITOL;19-nor-1alpha,25-dihydroxyvitamin D2;(1R,3R)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(E,2R,5S)-6-Hydroxy-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]cyclohexane-1,3-diol;Zemplar;1,3-Cyclohexanediol, 5-[(2E)-2-[(1R,3aS,7aR)-octahydro-1-[(1R,2E,4S)-5-hydroxy-1,4,5-trimethyl-2-hexen-1-yl]-7a-methyl-4H-inden-4-ylidene]ethylidene]-, (1R,3R,5Z)-;Paricalcitol, >=98%
CAS:131918-61-1
MF:C27H44O3
MW:416.65
EINECS:658-064-6
Product Categories:Vitamin D3 analogs;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;131918-61-1
Mol File:131918-61-1.mol
Paricalcitol Structure
Paricalcitol Chemical Properties
Boiling point 564.8±50.0 °C(Predicted)
density 1.121±0.06 g/cm3(Predicted)
Fp 14℃
storage temp. Store at -20°C,unstable in solution, ready to use.
solubility DMSO : 100 mg/mL (240.02 mM; Need ultrasonic)Ethanol : 12.5 mg/mL (30.00 mM; Need ultrasonic)H2O : < 0.1 mg/mL (insoluble)
pka14.34±0.40(Predicted)
form neat
InChIKeyBPKAHTKRCLCHEA-UBFJEZKGSA-N
SMILESC[C@]12CCC/C(=C\C=C3C[C@@H](O)C[C@H](O)C3)/[C@]1([H])CC[C@]2([H])[C@H](C)/C=C/[C@H](C)C(O)(C)C |&1:1,10,13,16,20,22,26,r|
CAS DataBase Reference131918-61-1(CAS DataBase Reference)
Safety Information
RIDADR UN1170 - class 3 - PG 2 - Ethanol, solution
HS Code 2936299055
Hazardous Substances Data131918-61-1(Hazardous Substances Data)
MSDS Information
Paricalcitol Usage And Synthesis
DescriptionParicalcitol was launched as Zemplar in the US for the prevention and treatment of secondary hyperthyroidism associated with chronic renal failure. Paricalcitol is a synthetic vitamin D2, namely a novel 1-alpha-hydroxy-19-noranalogue in which the ring A exocyclic methylene group, typical of all vitamin D systems, has been replaced by two hydrogen atoms. Paricalcitol is the first vitamin D analogue marketed for this indication. In patients with chronic renal failure, Paricalcitol appreciably reduced levels of parathyroid hormone (PTH) without a significant difference in the incidence rate for hypercalcemia or hyperphosphatemia when compared with placebo.
DescriptionParicalcitol is a synthetic 1,25-dihydroxy vitamin D2 analog. As vitamin D deficiency, associated with chronic kidney disease, leads to an increase in parathyroid hormone (secondary hyperparathyroidism), paricalcitol is used in renal patients to block parathyroid hormone overproduction. Vitamin D deficiency is also a risk factor in cancer, cardiovascular disease, hypertension, and diabetes, and paricalcitol may have applications in those contexts as well.
Chemical PropertiesWhite Solid
OriginatorAbbott (US)
UsesAntihyperparathyriod
Uses1,25-Dihydroxy vitamin D2 is a potent agonist of the vitamin D receptor. Paricalcitol is a synthetic 1,25-dihydroxy vitamin D2 analog. As vitamin D deficiency, associated with chronic kidney disease, leads to an increase in parathyroid hormone (secondary hyperparathyroidism), paricalcitol is used in renal patients to block parathyroid hormone overproduction. Vitamin D deficiency is also a risk factor in cancer, cardiovascular disease, hypertension, and diabetes, and paricalcitol may have applications in those contexts as well.
UsesSynthetic analog of vitamin D. Antihyperparathyroid.
DefinitionChEBI: Paricalcitol is a seco-cholestane and a hydroxy seco-steroid. It has a role as an antiparathyroid drug. It is functionally related to a vitamin D2.
Brand nameZemplar (Abbott).
Clinical UseVitamin D analogue:
Treatment and prevention of secondary hyperparathyroidism associated with chronic renal failure
MetabolismExtensively metabolised via hepatic and non-hepatic pathways to form two relatively inactive metabolites. After oral administration of 3 H-paricalcitol, only about 2% of the dose was eliminated unchanged in the faeces, and no parent drug found in the urine.
Approximately 70% of the radioactivity was eliminated in the faeces and 18% was recovered in the urine. Most of the systemic exposure was from the parent drug.
Paricalcitol Preparation Products And Raw materials
Sofosbuvir (R)-(3-hydroxy-2,3-diMethylbutyl)triphenylphosphoniuM iodide Secalciferol tert-butyl(((1R,3aR,7aR)-1-((2R,5S,E)-5,6-dimethyl -6-((tetrahydro-2H-pyran-2-yl)oxy)hept-3-en-2-yl) -7a-methyloctahydro-1H-inden-4-yl)oxy)dimethylsilane Vitamin D2 Zoledronic acid 2-((3R,5R)-3,5-bis(tert-butyldiMethylsilyloxy)cyclohexylidene)ethanol Emtricitabine Calcium dobesilate Entacapone Matrine Calcifediol Monohydrate Sevelamer hydrochloride (((1R,3R)-5-(2-chloroethylidene)cyclohexane-1,3-diyl)bis(oxy)) bis(tert-butyldimethylsilane) Argatroban Paricalcitol 1(ALPHA) 25-DIHYDROXYVITAMIN D2* Paricalcitol Solution

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