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| CAS No.: | 226256-56-0 |
|---|---|
| Name: | CINACALCET |
| Article Data: | 61 |
| Molecular Structure: | |
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| Formula: | C22H22F3N |
| Molecular Weight: | 357.419 |
| Synonyms: | AMG073;Cinacalcet; |
| EINECS: | 682-701-7 |
| Density: | 1.154 g/cm3 |
| Boiling Point: | 440.9 °C at 760 mmHg |
| Flash Point: | 220.5 °C |
| Appearance: | yellow oil |
| PSA: | 12.03000 |
| LogP: | 6.53290 |
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- 1073144-62-3
(1R)-1-(naphthalen-1-yl)ethanamine (R)-mandelate
- 21172-43-0
methylsulfonyl-3-(3-trifluoromethylphenyl)propyl ester
- 226256-56-0
cinacalcet
| Conditions | Yield |
|---|---|
| With potassium carbonate In water at 60 - 65℃; for 20h; | 100% |
- 3886-70-2
(R)-1-(1-Naphthyl)ethylamine
- 78573-45-2
3-[3-(trifluoromethyl)phenyl]propan-1-ol
- 226256-56-0
cinacalcet
| Conditions | Yield |
|---|---|
| With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; D-sorbitol; choline chloride at 60℃; for 12h; | 98% |
| Stage #1: 3-[3-(trifluoromethyl)phenyl]propan-1-ol With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In dichloromethane at 20℃; for 2h; Stage #2: (R)-1-(1-Naphthyl)ethylamine With sodium tris(acetoxy)borohydride In dichloromethane optical yield given as %ee; | 84% |
| With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium hydrogencarbonate In toluene at 110℃; for 17h; Inert atmosphere; Sealed tube; | 75% |
| With C19H22MnN3O3P(1+); potassium hydride In 1,2-dimethoxyethane at 100℃; for 48h; Glovebox; Sealed tube; Inert atmosphere; | 50% |
- 364782-34-3
cinacalcet hydrochloride
- 226256-56-0
cinacalcet
| Conditions | Yield |
|---|---|
| With sodium carbonate In dichloromethane; water | 96% |
| With water; sodium carbonate In di-isopropyl ether at 25℃; for 2.25h; pH=9.5; |
- 226256-56-0
cinacalcet
| Conditions | Yield |
|---|---|
| With sodium hydroxide In dichloromethane; water for 0.5h; pH=9 - 10; | 96% |
- 98-08-8
α,α,α-trifluorotoluene
- 226256-56-0
cinacalcet
| Conditions | Yield |
|---|---|
| With aluminum (III) chloride In dichloromethane at 0℃; for 2h; | 95.6% |
- 226256-56-0
cinacalcet
| Conditions | Yield |
|---|---|
| With palladium 10% on activated carbon; hydrogen In ethanol under 1520.1 Torr; for 2h; Pressure; | 95% |
| With hydrogen; palladium on activated carbon In methanol for 14h; Product distribution / selectivity; | 90% |
| With hydrogen; 5%-palladium/activated carbon In toluene at 10 - 30℃; under 152.01 - 1140.08 Torr; Industry scale; | 79.4% |
- 1201910-95-3
(R)-N-[3-[3-(trifluoromethyl)phenyl]-2-propenylimino]-N-[1-(1-naphthyl)ethylamine]
- 226256-56-0
cinacalcet
| Conditions | Yield |
|---|---|
| With hydrogen In ethanol at 80℃; under 7500.75 Torr; for 3h; High pressure; | 95% |
- 566938-58-7
1-(3-iodopropyl)-3-(trifluoromethyl)benzene
- 3886-70-2
(R)-1-(1-Naphthyl)ethylamine
- 226256-56-0
cinacalcet
| Conditions | Yield |
|---|---|
| With potassium carbonate In acetonitrile at 70℃; for 12h; | 95% |
- 226256-56-0
cinacalcet
| Conditions | Yield |
|---|---|
| With hydrogenchloride; zinc In water at 20℃; pH=< 1; | 94.1% |
| With hydrazine hydrate; potassium hydroxide In ethanol at 90 - 180℃; for 2h; Solvent; | 83.5% |
- 941-98-0
1'-naphthacetophenone
- 104774-87-0
3‐[3‐(trifluoromethyl)phenyl]propan‐1‐amine
- 226256-56-0
cinacalcet
| Conditions | Yield |
|---|---|
| With titanium(IV) isopropylate; hydrogen; 1,8-diazabicyclo<5.4.0>undec-7-ene hidrochloride In acetic acid methyl ester at 50℃; under 38002.6 Torr; for 20h; Reagent/catalyst; Solvent; stereoselective reaction; | 94% |
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Chemistry
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IUPAC Name: N-[(1R)-1-naphthalen-1-ylethyl]-3-[3-(trifluoromethyl)phenyl]propan-1-amine
Molecular Formula: C22H22F3N
Molecular Weight: 357.41 g/mol
Canonical SMILES: CC(C1=CC=CC2=CC=CC=C21)NCCCC3=CC(=CC=C3)C(F)(F)F
InChI: InChI=1S/C22H22F3N/c1-16(20-13-5-10-18-9-2-3-12-21(18)20)26-14-6-8-17-7-4-11-19(15-17)22(23,24)25/h2-5,7,9-13,15-16,26H,6,8,14H2,1H3/t16-/m1/s1
Classification Code: Calcimimetic; Treatment of hyperparathyroidism and related disorders, such as hypercalcemia; Treatment of hyperthyroidism
Product Categories: Chiral Reagents;Intermediates & Fine Chemicals; Pharmaceuticals
XLogP3-AA: 6.1
H-Bond Donor: 1
H-Bond Acceptor: 4
Rotatable Bond Count: 6
Exact Mass: 357.170434
MonoIsotopic Mass: 357.170434
Topological Polar Surface Area: 12
Heavy Atom Count: 26
Complexity: 422
Molar Volume: 309.6 cm3
Polarizability: 39.88 10-24 cm3
Surface Tension: 36.8 dyne/cm
Density: 1.154 g/cm3
Flash Point: 220.5 °C
Enthalpy of Vaporization: 69.81 kJ/mol
Boiling Point: 440.9 °C at 760 mmHg
Vapour Pressure of Cinacalcet (CAS NO.226256-56-0): 5.67E-08 mmHg at 25 °C
Uses
Cinacalcet (CAS NO.226256-56-0) is the first calcimimetic drug approved by the United States Food and Drug Administration for the treatment of secondary hyperparathyroidism in patients with chronic kidney disease. Cinacalcet is indicated for the treatment of secondary hyperparathyroidism in patients with chronic kidney disease on dialysis and hypercalcemia in patients with parathyroid carcinoma.
Specification
Cinacalcet (CAS NO.226256-56-0), its Synonyms are 1-Naphthalenemethanamine, alpha-methyl-N-(3-(3-(trifluoromethyl)phenyl)propyl)-, (alphaR)- ; N-((1R)-1-(1-Naphthyl)ethyl)-3-(3-(trifluoromethyl)phenyl)propan-1-amine ; N-((1R)-1-(Naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propan-1-amine ; Mimpara . It is yellow oil.