ROLAPITANT HYDROCHLORIDE

Product Name: ROLAPITANT HYDROCHLORIDE
CAS No.: 914462-92-3
Chemical Name: ROLAPITANT HYDROCHLORIDE
Synonyms: Rolapitant HCl hydrate;ROLAPITANT HYDROCHLORIDE;RolapitantMonohydrochloride;Rolapitant Hydrochloride Hydrate;Rolapitant Hydrochloride Monohydrate;(5S,8S)-8-[[(1R)-1-[3,5-Bis(trifluoromethyl)phenyl]-ethoxy]methyl]-8-phenyl-1,7-diazaspiro[4.5]decan-2-one HCl hydrate (1:1:1);(5S,8S)-8-(((R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)methyl)-8-phenyl-1,7-diazaspiro[4.5]decan-2-one hydrochloride hydrate;(5S,8S)-8-[[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]methyl]-8-phenyl-1,9-diazaspiro[4.5]decan-2-one,hydrate,hydrochloride;(5S,8S)-8-[[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]methyl]-8-phenyl-1,7-Diazaspiro[4.5]decan-2-one hydrochloride hydrate (1:1:1);1,7-Diazaspiro[4.5]decan-2-one, 8-[[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]methyl]-8-phenyl-, hydrochloride, hydrate (1:1:1), (5S,8S)-
CBNumber: CB82666994
Molecular Formula: C25H29ClF6N2O3
Formula Weight: 554.96
MOL File: 914462-92-3.mol

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ROLAPITANT HYDROCHLORIDE Property

Melting point:: >149oC (dec.)
storage temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
color: White
InChIKey: GZQWMYVDLCUBQX-ZQOXASISNA-N
SMILES: C([C@]1(C2C=CC=CC=2)NC[C@@]2(CCC(=O)N2)CC1)O[C@@H](C1C=C(C(F)(F)F)C=C(C(F)(F)F)C=1)C.Cl.O |&1:1,10,19,r|

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P281Use personal protective equipment as required.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

P330Rinse mouth.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC

Product number: R424505
Product name: RolapitantHydrochlorideHydrate
Packaging: 5mg
Price: $275
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FR162254
Product name: Rolapitant hydrochloride monohydrate
Packaging: 50mg
Price: $350
Updated: 2021/12/16

AK Scientific

Product number: 2857CW
Product name: Rolapitanthydrochloride
Packaging: 25mg
Price: $387
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FR162254
Product name: Rolapitant hydrochloride monohydrate
Packaging: 100mg
Price: $450
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: API0014111
Product name: ROLAPITANT
Purity: 95.00%
Packaging: 5MG
Price: $498.99
Updated: 2021/12/16

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ROLAPITANT HYDROCHLORIDE Chemical Properties,Usage,Production

Description

Rolapitant hydrochloride hydrate, originally discovered by Schering-Plough and later developed by TESARO, Inc., was approved by the FDA in September 2015 for the prevention of delayed chemotherapy-induced nausea and vomiting (CINV) in combination with other antiemetic agents. Rolapitant is a highly selective NK-1 receptor antagonist, exhibiting >1000- fold selectivity for NK-1 over human NK-2 and NK-3 receptors in vitro. In contrast to other NK-1 inhibitors that play an essential role in delayed CINV therapy, rolapitant shows no inhibition of CYP3A4, eliminating the need for concern when coadministering with CYP34A substrates. Additionally, rolapitant is an orally active agent with a relatively long half-life (180 h), providing potential opportunities for single- and prechemotherapy-based treatments. In three large clinical trials involving patients receiving moderately emetogenic chemotherapy (MEC) and highly emetogenic chemotherapy (HEC), subjects using rolapitant as a cotherapy with granisetron and dexamethasone showed a significant improvement in complete response compared to those receiving treatments of granisetron and dexamethasone.

Uses

Rolapitant Hydrochloride Hydrate is a raw material for pharmaceutical formulations.

Definition

ChEBI: A hydrate that is the monohydrate form of rolapitant hydrochloride. Used for the prevention of delayed nausea and vomiting associated with initial and repeat courses of emetogenic cancer chemotherapy.

Synthesis

Rolapitant features a fascinating molecular architecture consisting of two tetrasubstituted stereogenic carbon centers situated at the 2- and 5-carbons within a central piperidine ring and a spirocyclic array residing at the 5-position and a phenyl ring and ethereal linkage branching from the 2-position. The overall synthetic strategy to secure rolapitant hydrochloride hydrate relies upon the union of two advanced chiral building blocks that contain functional groups capable of securing the central piperidine ring. These two key intermediates, pyroglutamate derivative 93 and allylic amine 94, each bear one of the essential stereocenters embedded within the structure of the active pharmaceutical ingredient.

The first of these advanced intermediates, amidoaldehyde 93, is generated directly by base-mediated decomposition of pyroglutamic aminal 92. Subjection of 92 to triethylamine in EtOH/H2O at ambient temperatures led to generation of chiral allyl aldehyde 93, which was not isolated but condensed immediately with amine 94 in the presence of refluxing toluene to provide divinyl imine 95, which underwent immediate reduction using NaBH(OAc)3 in AcOH/toluene to furnish the free amine. The free amine was converted to the corresponding tosylate monohydrate salt and triturated, providing 96 as a white crystalline powder after subjection to TsOH?¤H2O in i-PrOH/H2O. Divinyl amine 96 could then be reacted with a solution of TsOH in toluene, distilled, and directly combined with a toluene solution of Hoveyda-Grubbs second-generation catalyst (HG-II) under heating conditions, leading to the desired ring-closing metathesis product 97 as the HCl salt (85% yield over two steps) after filtration, distillation, and workup with 12N HCl. Washing of a toluene solution of 97 with aqueous NaOH and subsequent treatment of the resulting organic solution with H2, wet Pd/C, and additional granular activated carbon (Nuchar Aquaguard) led to the fully reduced piperidine product in high yield (95%). Rolapitant hydrochloride hydrate XIII was accessed thereafter by precipitation from a solution of EtOH/i-PrOH/H2O/HCl, providing the product as a white solid (91% yield).

in vivo

Rolapitant hydrochloride hydrate (0.03-1 mg/kg for PO, 0.3-1 mg/kg for IV; single dosage) attenuates the GR-73632.html" class="link-product" target="_blank">GR-73632 (HY-P1192)-induced foot-tapping response in Mongolian Gerbils^[1].
Rolapitant hydrochloride hydrate (0.03-1 mg/kg; PO; single dosage; observed for 72 h) blocks acute emesis induced by both apomorphine and cisplatin (HY-17394) in ferrets^[1].

Animal Model:	Female Mongolian Gerbils (30-60 g; anesthetized by inhalation of an oxygen:isofluorane mixture after 4 h PO or immediately after IV, then injected with 5 μl of 3 pmol solution of GR-73632 via ICV)^[1]
Dosage:	0.03, 0.1, 0.3 and 1 mg/kg for PO, 0.3 and 1 mg/kg for IV
Administration:	PO or IV, single dosage
Result:	Attenuated dose-dependently the GR-73632-induced foot-tapping response when administered PO 4 h before testing, with an ID₉₀ of 0.3 mg/kg, and the inhibition in foot tapping for at least 24 h. Blocked dose-dependently the foot tapping induced by GR-73632 when administered IV, with complete blockade observed at 1 mg/kg.

Animal Model:	Ferrets (treated with subcutaneous administration of 0.125 mg/kg apomorphine or intraperitoneal administration of 10 mg/kg cisplatin)^[1]
Dosage:	0.03, 0.1, 0.3 and 1 mg/kg
Administration:	PO; single dosage; observed for 72 h
Result:	Blocked dose-dependently acute emesis induced by both apomorphine and cisplatin in ferrets. Produced a robust decrease in retches and vomits in ferrets that was maintained throughout the 72 h observation period.

IC 50

human NK1: 0.66 nM (Ki); gerbil NK1: 0.13 nM (Ki); guinea pig NK1: 0.72 nM (Ki); monkey NK1: 2.5 nM (Ki); rabbit NK1: 31.7 nM (Ki); rat NK1: 78.6 nM (Ki); mouse NK1: 60.4 nM (Ki)

ROLAPITANT HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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ROLAPITANT HYDROCHLORIDE Suppliers

China 66 India 5 United Kingdom 2 United States 7 Global 80

Deyang Chengchuang Pharmaceutical Technology Co., Ltd.

Tel: 028-66569636 18227172063
Fax: 028-66569636
Email: sales@dyccpharma.com
Country: China
ProdList: 49
Advantage: 58

Porse Fine Chemical Co.,LTD

Tel: 20-66003216 18666003216
Fax: +86-20-28069063
Email: info@porsefinechemical.com
Country: China
ProdList: 1941
Advantage: 62

Nanjing Chemlin Chemical Co., Ltd

Tel: 025-83697070
Fax: +86-25-83453306
Email: info@chemlin.com.cn
Country: China
ProdList: 15883
Advantage: 64

Changzhou Joyous Chemical Co., Ltd.

Tel: 0519-85607258 13912342323;
Fax: 0519-85607278
Email: sales@joyouschem.com
Country: China
ProdList: 294
Advantage: 60

Doly Chemical CO.,LTD.

Tel: 021-34716221 15800796336
Fax: +86-21-31329566
Email: sales@dolypharm.com
Country: China
ProdList: 289
Advantage: 55

ShangHai Caerulum Pharma Discovery Co., Ltd.

Tel: 18149758185
Email: sales-cpd@caerulumpharma.com
Country: China
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Advantage: 58

Shanghai AQBioPharma Co., Ltd.

Tel: 13661411401
Fax: 51370935-8011
Email: yinglv.que@aqbiopharma.com.cn
Country: China
ProdList: 2930
Advantage: 58

Intelligence Pharm Science(Shanghai) Co., Ltd.

Tel: 021-57898186
Fax: 021-37699262
Country: China
ProdList: 449
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Shanghai Synchem Pharma Co., ltd

Tel: 21-619849051-1 18521059765
Email: synchempharma@aliyun.com
Country: China
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Pharmacodia (Beijing) Co.,Ltd

Tel: +86-400-851-9921
Fax: +86-10-82826195
Email: sales@pharmacodia.com
Country: China
ProdList: 2317
Advantage: 55

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View Lastest Price from ROLAPITANT HYDROCHLORIDE manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: Rolapitant Hydrochloride Monohydrate 914462-92-3
Price: US $2.00-6.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2025-08-06

Hebei Chuanghai Biotechnology Co., Ltd

Product: ROLAPITANT HYDROCHLORIDE 914462-92-3
Price: US $10.00/KG
Min. Order: 100KG
Purity: 99%
Supply Ability: 100 mt
Release date: 2025-03-13

BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.

Product: Rolapitant Monohydrochloride 914462-92-3
Price: US $0.00/g
Min. Order: 1g
Purity: More Than 99%
Supply Ability: 100kg/Month
Release date: 2024-11-04

914462-92-3, ROLAPITANT HYDROCHLORIDERelated Search:

Rolapitant (1S,2R,3S)-Isomer Rolapitant (1S,2R,3R)-Isomer Rolapitant (1S,2S,3R)-Isomer Rolapitant (1R,2R,3S)-Isomer Rolapitant (1R,2R,3R)-Isomer Rolapitant Rolapitant (1S,2S,3S)-Isomer Rolapitant (1R,2S,3R)-Isomer

Rolapitant Hydrochloride Hydrate

RolapitantMonohydrochloride

ROLAPITANT HYDROCHLORIDE

1,7-Diazaspiro[4.5]decan-2-one, 8-[[(1R)-1-[3,5-bis(trifluoroMethyl)phenyl]ethoxy]Methyl]-8-phenyl-, Monohydrochloride, Monohydrate, (5S,8S)-

(5S,8S)-8-[[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]methyl]-8-phenyl-1,9-diazaspiro[4.5]decan-2-one,hydrate,hydrochloride

Rolapitant Hydrochloride Monohydrate

Rolapitant HCl hydrate

1,7-Diazaspiro[4.5]decan-2-one, 8-[[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]methyl]-8-phenyl-, hydrochloride, hydrate (1:1:1), (5S,8S)-

(5S,8S)-8-[[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]methyl]-8-phenyl-1,7-Diazaspiro[4.5]decan-2-one hydrochloride hydrate (1:1:1)

(5S,8S)-8-(((R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)methyl)-8-phenyl-1,7-diazaspiro[4.5]decan-2-one hydrochloride hydrate

(5S,8S)-8-[[(1R)-1-[3,5-Bis(trifluoromethyl)phenyl]-ethoxy]methyl]-8-phenyl-1,7-diazaspiro[4.5]decan-2-one HCl hydrate (1:1:1)

914462-92-3

C25H29ClF6N2O3

C25H29CIF6N2O3H2O