ChemicalBook > CAS DataBase List > N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide

N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide

Product Name
N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide
CAS No.
1005450-55-4
Chemical Name
N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide
Synonyms
C22H2oF3NO;Cinacalcet-11;Cinacalcet Impurity 117;-N-(1-(Naphthalen-1-yl);Cinacalcet Impurity 31/Cinacalcet amide Impurity);N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)pheny...;N-[1-(R)-(1-Naphthyl)ethyl]-3-[3-trifluoroMethylphenyl]propanaMide;(R)-N-(1-(phthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propamide;N-[(1R)-1-(1-Naphthyl)ethyl]-3-[3-(trifluoromethyl)phenyl]propanamide;N-[1-(R)-(1-Naphthyl)ethyl]-3-[3-(trifluoromethyl)phenyl]-1-propanamide
CBNumber
CB82602392
Molecular Formula
C22H20F3NO
Formula Weight
371.4
MOL File
1005450-55-4.mol
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N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide Property

Melting point:
90-92℃ (cyclohexane )
Boiling point:
530.5±50.0 °C(Predicted)
Density 
1.210±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
15.18±0.46(Predicted)
color 
Off-White to Light Brown
Stability:
Hygroscopic
InChI
InChI=1S/C22H20F3NO/c1-15(19-11-5-8-17-7-2-3-10-20(17)19)26-21(27)13-12-16-6-4-9-18(14-16)22(23,24)25/h2-11,14-15H,12-13H2,1H3,(H,26,27)/t15-/m1/s1
InChIKey
GDEHAOJGPHEOSO-OAHLLOKOSA-N
SMILES
C1(CCC(N[C@@H](C2=C3C(C=CC=C3)=CC=C2)C)=O)=CC=CC(C(F)(F)F)=C1
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

AK Scientific
Product number
0226AA
Product name
(R)-N-(1-(Naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propanamide
Packaging
250mg
Price
$72
Updated
2021/12/16
AK Scientific
Product number
0226AA
Product name
(R)-N-(1-(Naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propanamide
Packaging
5g
Price
$132
Updated
2021/12/16
Matrix Scientific
Product number
097941
Product name
(R)-N-(1-(Naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propanamide
Purity
95+%
Packaging
250mg
Price
$319
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CCH0033047
Product name
(R)-N-(1-(NAPHTHALEN-1-YL)ETHYL)-3-(3-(TRIFLUOROMETHYL)PHENYL)PROPANAMIDE
Purity
95.00%
Packaging
1G
Price
$468.3
Updated
2021/12/16
Matrix Scientific
Product number
097941
Product name
(R)-N-(1-(Naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propanamide
Purity
95+%
Packaging
1g
Price
$706
Updated
2021/12/16
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N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide Chemical Properties,Usage,Production

Uses

N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide is a pharmaceutical intermediate ingredient used in the preparation of cinacalcet and its salts. Cinacalcet is used for the management and treatment of secondary hyperparathyroidism (in the dialysis population), primary hyperparathyroidism (where the patient may not be a candidate for surgical treatment), and for the treatment of end-stage renal disease or the prevention of calcification in dialysis patients.

Synthesis

1095393-66-0

1005450-55-4

In another synthetic scheme, the reduction of the double bond and amide carbonyl group of (E)-N-((R)-1-naphthalen-1-yl-ethyl)-3-(3-trifluoromethylphenyl)acrylamide is carried out in a stepwise manner. Optionally, either the carbonyl or the olefinic double bond is reduced first. In the case of the reduction of the olefinic double bond, the reaction is realized by hydrogenation in the presence of a metal catalyst. This was done as follows: (E)-N-((R)-1-naphthalen-1-yl-ethyl)-3-(3-trifluoromethylphenyl)acrylamide (1.0 equiv; 0.67 mmol; 250 mg) was suspended with 10 wt% Pd/C (25 mg) in a solvent mixture of methanol and toluene (7 mL/1 mL). The reaction flask was evacuated and backfilled with a hydrogen balloon (repeated three times). The reaction mixture was stirred at room temperature and the progress of the reaction was monitored by high performance liquid chromatography (HPLC).After 90 min, the reaction mixture was filtered through a bed of diatomaceous earth and the solvent in the filtrate was removed under vacuum. The resulting solid was dried in a vacuum oven at 45 °C overnight. The isolated yield was 91.2% (229 mg). The structure of the product was confirmed by 1H NMR and mass spectrometry.1H NMR (400 MHz, CDCl3) δ ppm: 1.6 (d, 3H), 2.39-2.53 (m, 2H), 2.96-3.13 (m, 2H), 5.55 (br.s, 1H), 5.87-5.96 (m, 1H), 7.29-7.38 (m, 2H), 7.39-7.46 (m, 2H), 7.29-7.38 (m, 2H), 7.39-7.38 (m, 2H). 7.39-7.46 (m, 4H), 7.46-7.55 (m, 2H), 7.76-7.82 (m, 1H), 7.83-7.89 (m, 1H), 8.00-8.07 (m, 1H). High Resolution Mass Spectrometry (HRMS) (M+1): 372.1.

References

[1] Patent: WO2009/2427, 2008, A2. Location in patent: Page/Page column 39
[2] Patent: WO2008/58235, 2008, A2. Location in patent: Page/Page column 34
[3] Patent: EP1990333, 2008, A1. Location in patent: Page/Page column 12

N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide Preparation Products And Raw materials

Raw materials

Preparation Products

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N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide Suppliers

China 102 India 4 United Kingdom 1 United States 4 Global 111
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Fax
86-021-50426522,50426273
Email
sales@jingyan-chemical.com
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China
ProdList
9976
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60
Adamas Reagent, Ltd.
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400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
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China
ProdList
14101
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59
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768836
Email
1791901229@qq.com
Country
China
ProdList
6950
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52
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
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China
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7552
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61
UHN Shanghai Research & Development Co., Ltd.
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021-58958002 18930822973
Fax
+86 (21) 5895-8628
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sales@uhnshanghai.com
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China
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998
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Moltt Biocem Co., Ltd.
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+86-21-38682181 15900741819
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+86-21-38682181
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China
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282
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55
Bide Pharmatech Ltd.
Tel
400-164-7117 13681763483
Fax
+86-21-61629029
Email
product02@bidepharm.com
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China
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42446
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ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
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0755-28363542
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sales@chem-strong.com
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China
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18333
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Nanjing First Pharmaceutical Co., Ltd.
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025-83172655 13585105703
Fax
+86-25-86501191
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sales@njfirstpharm.com
Country
China
ProdList
110
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60
Wuxi Zhongkun Biochemical Technology Co., Ltd.
Tel
0510-85629785 18013409632
Fax
051085625359
Email
sales@reading-chemicals.com
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China
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15178
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View Lastest Price from N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
(R)-N-(1-(Naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propanamide 1005450-55-4
Price
US $1.10-9.90/kg
Min. Order
1kg
Purity
99%min
Supply Ability
100kg
Release date
2025-08-18
Career Henan Chemical Co
Product
N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMide 1005450-55-4
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2018-08-13

1005450-55-4, N-((R)-1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoroMethyl)phenyl)propanaMideRelated Search:

(αR)-α-Methyl-N-[3-[3-(trifluoroMethyl)phenyl)propyl]-1-napthaleneMethanaMine-N-oxide (R)-1-(5,6-dihydronaphthalen-1-yl)ethan-1-amine 3-(3-Trifluoromethylphenyl)propionic acid Cinacalcet hydrochloride 1'-Acetonaphthone Methanesulfonic acid 3-(3-trifluoroMethylphenyl)propyl ester 3-(3-METHYLPHENYL)PROPIONIC ACID N-(1-(5,6,7,8-tetrahydronaphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propanamide 3-[o-(alpha,alpha,alpha-trifluorotolyl)]propionic acid 1-NaphthaleneMethanaMine, 5,6,7,8-tetrahydro-α-Methyl-, (αR)- 1-NaphthaleneMethanaMine, α-Methyl-N-[[3-(trifluoroMethyl)phenyl]Methyl]-, (αR)- (R)-1-(Naphthalen-2-yl)ethanamine hydrochloride (R)-N-(1-(naphthalen-1-yl)ethyl)-3-(M-tolyl)propan-1-aMine Cinacalcet 7,8-Dihydro Racemate HCl Cinacalcet Impurity B 4-(TRIFLUOROMETHYL)HYDROCINNAMIC ACID Cinacalcet Impurity D 3-(3'-TRIFLUOROMETHYL PHENYL) PROPANOL

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