ChemicalBook CAS DataBase List Cinacalcet hydrochloride

Cinacalcet hydrochloride synthesis

8synthesis methods

Product Name:Cinacalcet hydrochloride
CAS Number:364782-34-3
Molecular formula:C22H23ClF3N
Molecular Weight:393.88

Cinacalcet Hydrochloride is a type II calcimimetic agent which controls calcium levels in cells by allosteric activation of CaSR. In the presence of calcium ions, it can inhibit parathyroid hormone secretion by activating CaSR in parathyroid glands. Studies show that Cinacalcet Hydrochloride affects cell proliferation in CHO cells transfected with CaSRs. In addition, it is known that Cinacalcet Hydrochloride inhibits the secretion of the parathyroid hormone (PTH). Cinacalcet has been used clinically to treat secondary hyperparathyroidism due to end-stage renal disease or hypercalcemia in patients with parathyroid carcinoma.

Synthetic Routes

ROUTE 1

ROUTE 2

ROUTE 3

ROUTE 4

ROUTE 5

ROUTE 6

ROUTE 7

ROUTE 8

ROUTE 9

ROUTE 10

Arava, Veera R.; Gorentla, Laxminarasimhulu; Dubey, Pramod K. A novel asymmetric synthesis of cinacalcet hydrochloride. Beilstein Journal of Organic Chemistry. R&D Laboratory. Suven Life Sciences Ltd. Hyderabad, India. Volume 8. Pages 1366-1373, No. 158. 2012

226256-56-0 Synthesis

226256-56-0
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364782-34-3
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Yield:364782-34-3 95%

Reaction Conditions:

with hydrogenchloride in n-heptane;ethyl acetate at 20;

Steps:

1.2 (2) Preparation of N-((1R)-1-(1-naphthyl)ethyl)-3-(3-(trifluoromethyl)phenyl)propan-1-amine hydrochloride (I)

It was dissolved in n-heptane solution (150mL),A 15% hydrochloric acid ethyl acetate solution was added dropwise at room temperature until no solid precipitated.Stir overnight at room temperature, filter, and filter cake washed with n-heptane.The filter cake was recrystallized from ethyl acetate, suction filtered and dried.Obtained white solid 10.47g,Is N-((1R)-1-(1-naphthyl)ethyl)-3-(3-(trifluoromethyl)phenyl)propan-1-amine hydrochloride (I),The yield was 95% and the HPLC detection was 99.98%.

References:

CN107879939,2018,A Location in patent:Paragraph 0075; 0078; 0079; 0083; 0084; 0088; 0089

1-Naphthalenemethanamine, α-methyl-N-[3-[3-(trifluoromethyl)phenyl]-2-propyn-1-yl]-, hydrochloride (1:1), (αR)-

1093944-40-1
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364782-34-3
444 suppliers
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References

1-BroMo-3-[3-(trifluoroMethyl)phenyl]propane

129254-76-8
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3886-70-2 Synthesis

3886-70-2
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364782-34-3
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References

1-Naphthalenemethanamine, α-methyl-N-[3-[3-(trifluoromethyl)phenyl]-2-propen-1-ylidene]-, (αR)-

1201910-95-3
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364782-34-3
444 suppliers
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References

1207533-91-2
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364782-34-3
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References

Cinacalcet hydrochloride Related Search:

Pyridine hydrochloride Triethylamine hydrochloride CINACALCET Phenylhydrazine Ethanol Ethyl acetate PHENYL VALERATE D-Glucosamine hydrochloride Bis(2-ethylhexyl)amine Methoxyamine Hydrochloride