Alectinib Hydrochloride

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Alectinib Hydrochloride

Product Name: Alectinib Hydrochloride
CAS No.: 1256589-74-8
Chemical Name: Alectinib Hydrochloride
Synonyms: Alectinib HCl;Alectinib Hydrochloride;CH-5428402;CPD0098(HCl);CH5424802 HCl;CH-5428402 HCl;Alectinib HCl salt;AF-802 Hydrochloride;RG-7853 Hydrochloride;CH5424802 Hydrochloride
CBNumber: CB02570369
Molecular Formula: C30H35ClN4O2
Formula Weight: 519.09
MOL File: 1256589-74-8.mol

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Alectinib Hydrochloride Property

storage temp.: Store at -20°C
solubility: DMSO:3.5(Max Conc. mg/mL);6.74(Max Conc. mM)
form: Solid
color: White to Off-White
Stability:: Hygroscopic

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H341Suspected of causing genetic defects

H361Suspected of damaging fertility or the unborn child

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P201Obtain special instructions before use.

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

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P281Use personal protective equipment as required.

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

P314Get medical advice/attention if you feel unwell.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC

Product number: C183365
Product name: CH5424802(Alectinib)Hydrochloride
Packaging: 10mg
Price: $160
Updated: 2021/12/16

TRC

Product number: C183365
Product name: CH5424802(Alectinib)Hydrochloride
Packaging: 50mg
Price: $325
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA64934
Product name: Alectinib hydrochloride
Packaging: 50mg
Price: $332.5
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: KIN0001508
Product name: CH-5424802 HYDROCHLORIDE
Purity: 95.00%
Packaging: 5MG
Price: $503.15
Updated: 2021/12/16

AK Scientific

Product number: SYN5763
Product name: AlectinibHydrochloride
Packaging: 50mg
Price: $547
Updated: 2021/12/16

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Alectinib Hydrochloride Chemical Properties,Usage,Production

Description

Alectinib hydrochloride, developed by Chugai Pharmaceutical/ Hoffman-La Roche under the trade name Alecensa®, was approved in Japan in April 2014 for the treatment of anaplastic lymphoma kinase (ALK) fusion-gene positive, unresectable, advanced, or recurrent non-small cell lung cancer (NSCLC). The compound is a highly selective second-generation ALK inhibitor, and while alectinib currently remains a focus of further development in Europe and the U.S., the compound has been granted orphan drug designation in Japan after showing a 93.5% objective response rate in phase II clinical trials. In addition to providing rapid treatment response time in a majority of patients, trials showed a 76% 2-year progression-free survival rate. Since the initial approval of crizotinib—the first ALK inhibitor indicated for treatment of ALKrearranged NSCLC —patients treated with crizotinib have shown remarkable improvement as compared to treatment with other chemotherapeutic methods,21 although drug resistance has shown to be a major side effect of this therapy. Preliminary preclinical and clinical studies of alectinib have shown significant promise for overcoming drug resistance developed with other ALK inhibitors.

Uses

CH5424802 Hydrochloride is a highly selective and potent anaplastic lymphoma kinase (ALK) inhibitor capable of blocking the resistant gatekeeper mutant, which results in reduced cell growth. Also is an intermediate of Alectinib (C183360), a highly selective and potent anaplastic lymphoma kinase (ALK) inhibitor capable of blocking the resistant gatekeeper mutant, which results in reduced cell growth.

Definition

ChEBI: Alectinib hydrochloride is a hydrochloride obtained by combining alectinib with one molar equivalent of hydrochloric acid. Used for the treatment of patients with anaplastic lymphoma kinase-positive, metastatic non-small cell lung cancer. It has a role as an antineoplastic agent and an EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor. It contains an alectinib(1+).

Synthesis

The synthetic route to alectinib as reported by Chugai begins with 7-methoxy-2-tetralone (1). Bis-methylation with tetrabutylammonium hydrogen sulfide (TBAHS)/aq KOH/MeI followed by bromination with N-bromosuccinimide (NBS) provided the bromo-tetralone 2 in 67% yield over the two steps. Further reaction of 2 with 3-hydrazinobenzonitrile/trifluoroacetic acid (TFA) led to formation of the desired Fischer indole product, albeit as a 1:1 mixture of regioisomers (3/4), which were carried forward as a mixture to oxidation with 2,3-dichloro-5,6-dicyano- 1,4-benzoquinone (DDQ). It is important to note that although representative procedures are published describing the conversion of 2 to alectinib (I), no yields were provided for these transformations. Following oxidation, the desired product 5 could be isolated as a single isomer via precipitation from the crude reaction mixture. Installation of the 4-morpholino-piperidine moiety took place in three transformations from 5, beginning with 1-dodecanethiol/ N-methyl-2-pyrrolidone (NMP)/NaOMe-facilitated methyl cleavage. The corresponding phenol was then readily converted to the triflate intermediate and displaced with 4-(piperidin-4-yl)morpholine (6) at elevated temperature, providing intermediate 7. Crosscoupling of the bromide 7 with ethynyl triisopropylsilane under Pd-catalyzed cross-coupling conditions (Pd(CH3CN)2Cl2/2-dicyclohexylphosphino- 20,40,60-triisopropylbiphenyl (XPhos), reflux) followed by cleavage of the resulting alkylsilane with tetrabutylammonium fluoride (TBAF) yielded the ethynyl precursor to alectinib. Hydrogenation of this unsaturated system under standard conditions (H2, Pd/C) followed by HCl salt formation furnished the final drug target alectinib hydrochloride (I).

IC 50

1.9 nM

Alectinib Hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Alectinib Hydrochloride manufacturers

Moxin Chemicals

Product: Alectinib hydrochloride 1256589-74-8
Price: US $0.00-0.00/mg
Min. Order: 10mg
Purity: 95%+
Supply Ability: 10000000
Release date: 2024-12-16

Moxin Chemicals

Product: Alectinib hydrochloride 1256589-74-8
Price: US $0.00-0.00/mg
Min. Order: 10mg
Purity: 95%+
Supply Ability: 1000000
Release date: 2024-12-31

BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.

Product: Alectinib Hydrochloride 1256589-74-8
Price: US $1.00/g
Min. Order: 5g
Purity: More Than 99%
Supply Ability: 100kg/Month
Release date: 2024-06-25

1256589-74-8, Alectinib HydrochlorideRelated Search:

SOLITHROMYCIN Afatinib dimaleate Dacomitinib (PF299804) Cabozantinib Malate Neratinib Crizotinib Afatinib (BIBW 2992) PLERIXAFOR Ruxolitinib phosphate Nintedanib Ethanesulfonate Salt Alectinib PLX4032 Olaparib EGF816 (mesylate) 171228-49-2 918504-65-1 1110813-31-4 201530-41-8

9-ethyl-6,6-diMethyl-8-(4-Morpholinopiperidin-1-yl)-11-oxo-5a,6,11,11a-tetrahydro-5H-benzo[b]carbazole-3-carbonitrile hydrochloride

CH-5428402

9-Ethyl-6,11-dihydro-6,6-dimethyl-8-[4-(4-morpholinyl)-1-piperidinyl]-11-oxo-5H-benzo[b]carbazole-3-carbonitrile hydrochloride (1:1)

AF-802 Hydrochloride

Alectinib Hydrochloride

CH5424802 Hydrochloride

CH-5424802 Hydrochloride

RG-7853 Hydrochloride

RO-5424802 Hydrochloride

CH 5424802,Alectinib(HCl)

CH-5428402 HCl

CH5424802 HCl (AF 802 HCl, Alectinib HCl)

CH5424802 HCl salt, Alectinib HCl salt, AF802 HCl salt

Alectinib HCl salt

Alectinib HCl

9-ethyl-6,6-dimethyl-8-(4-morpholin-4-ylpiperidin-1-yl)-11-oxo-5H-benzo[b]carbazole-3-carbonitrile,hydrochloride

Alectinib (CH5424802) HCl

Alectinib (CH5424802) hydrochloride

9-ethyl-6,6-dimethyl-8-(4-morpholin-4-yl-piperidin-1-yl)-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile monohydrochloride monohydrate

Alectinib Hydrochloride (Alecensa)

5H-Benzo[b]carbazole-3-carbonitrile, 9-ethyl-6,11-dihydro-6,6-dimethyl-8-[4-(4-morpholinyl)-1-piperidinyl]-11-oxo-, hydrochloride (1:1)

CH5424802 HCl

9-ethyl-6,6-dimethyl-8-[4-(morpholin-4-yl)piperidin-1-yl]-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile hydrochloride

Alectinib HCl (ALECENSA, AF-802, CH-5424802, RO-5424802)

9-Ethyl-6,6-dimethyl-8-(4-Morpholinopiperidin-1-yl)-11-oxo-5a,6,11,11A-tetrahydro-5H-benzo[b]carbazole-3-carbonitrile HCL

CPD0098(HCl)

9-Ethyl-6,11-dihydro-6,6-dimethyl-8-4-morpholin-4-yl-piperidin-1-yl-11-oxo-5H-benzobcarbazol-3-carbonitrile HCl

Alectinib hydrochloride (JAN)

9-ethyl-6,6-dimethyl-8-(4-morpholinopiperidin-1-yl)-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile hydrochloride

1256589-74-8

C30H34N4O2HCl

API

1256589-74-8