Peramivir

ChemicalBook > CAS DataBase List > Peramivir

Product Name: Peramivir
CAS No.: 330600-85-6
Chemical Name: Peramivir
Synonyms: Bcx-1812;Rapiacta;PeraMiviv;Peramivir;Aids114230;Rwj-270201;Aids-114230;Peramivir Monomer;Peramivir(BCX-1812);Paramivir waterless
CBNumber: CB41457720
Molecular Formula: C15H28N4O4
Formula Weight: 328.41
MOL File: 330600-85-6.mol

Less

Peramivir Property

Melting point:: 170 - 172°C (dec.)
Density: 1.39
storage temp.: 2-8°C
solubility: Methanol (Slightly, Heated), Water (Slightly)
pka: 4.08±0.70(Predicted)
form: Solid
color: White to Off-White

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

Less

N-Bromosuccinimide Price

Cayman Chemical

Product number: 23765
Product name: Peramivir
Purity: ≥98%
Packaging: 1mg
Price: $49
Updated: 2024/03/01

Cayman Chemical

Product number: 23765
Product name: Peramivir
Purity: ≥98%
Packaging: 5mg
Price: $202
Updated: 2024/03/01

Cayman Chemical

Product number: 23765
Product name: Peramivir
Purity: ≥98%
Packaging: 10mg
Price: $380
Updated: 2024/03/01

Cayman Chemical

Product number: 23765
Product name: Peramivir
Purity: ≥98%
Packaging: 25mg
Price: $830
Updated: 2024/03/01

TRC

Product number: P285500
Product name: Peramivir
Packaging: 10mg
Price: $1455
Updated: 2021/12/16

Less

Peramivir Chemical Properties,Usage,Production

Description

Peramivir is a neuraminidase (NA) inhibitor that was approved in Japan in 2010 for treatment of patients with influenza. It is the only NA inhibitor available for IV use and is the first of two NA inhibitors approved in 2010, the second being the inhaled drug laninamivir octanoate . Peramivir is the only NA inhibitor approved for IV use,which gives it a unique place in influenza treatment for seriously ill patients. Peramivir was discovered using structure-based drug design and is synthesized in six steps from Boc-protected methyl (1S,4R)-4-amino-cyclopent-2-enecarboxylate, which is prepared from 2-azabicyclo[2.2.1]hept-5-en-3-one. Cycloaddition of the cyclopentene olefin with a nitrile oxide provided an intermediate fused cyclopentane-dihydroisoxazole. Hydrogenolysis and acetylation set up a fully functionalized cyclopentane with all four stereocenters established. Deprotection of the amine and acid groups was followed by installation of the guanidine moiety to provide peramivir. Like zanamivir and oseltamivir, peramivir is a potent inhibitor of influenza virus A and B NA [strain A(H1N1) IC₅₀= 0.34 nM; strain A(H3N2) IC₅₀= 0.60 nM; strain B IC₅₀= 1.36 nM]. However, peramivir is less potent against oseltamivirresistant viruses that have the H275Y NA mutation. These viruses remain sensitive to zanamivir. Peramivir is active against influenza A and B viruses and has a lowenzymatic off-rate, suggesting that it could inhibitNAactivity for a prolonged period and allow lower frequency of dosing. Peramivir has proven efficacious in preclinical animal models of influenza infection.

Description

Peramivir is an inhibitor of influenza neuraminidase (IC₅₀s = 0.09 and 11 nM for influenza A and B neuraminidases, respectively). It is selective for influenza neuraminidase over bacterial, mammalian, and other viral neuraminidases (IC₅₀s = >300 μM). Peramivir inhibits neuraminidase activity in H1N1, H2N2, H3N2, and H6N2 influenza strains (IC₅₀s = 0.09-1.1 nM) and reduces lysis of MDCK cells infected with influenza (EC₅₀s = <0.01-21 nM). Pretreatment with peramivir (10-100 mg/kg) protects mice against lethal influenza infections. It also increases survival in ferrets infected intranasally with avian influenza type A H5N1 when injected intramuscularly after infection. Formulations containing peramivir have been used to treat influenza.

Chemical Properties

White to Off-White Solid

Originator

BioCryst Pharmaceuticals Inc. (United States)

Uses

A new antiviral agent for influenza treatment; it can be used as neuraminidase inhibitor for treating human and avian influenza.

Uses

Peramivir is a new antiviral agent for influenza treatment; it can be used as neuraminidase inhibitor for treating human and avian influenza

Definition

Peramivir is a member of the class of guanidines that is used (as its trihydrate) for the treatment of acute uncomplicated influenza in patients 18 years and older who have been symptomatic for no more than two days.

brand name

Rapiacta, PeramiFlu

Synthesis

Several syntheses of this drug have been reported and the improved route disclosed in a recent patent is described in the scheme. Ring opening of commercially available (?à)-2- azabicyclo[2.2.1]hept-5-en-3-one (117) with methanolic HCl followed by classical resolution with Ltartaric acid gave the (1S,4R)-methyl ester 118 in 85% yield. Protection of 118 with Boc anhydride and TEA in CH2Cl2 afforded carbamate 119 in 90% yield. Alkene 119 was then subject to nitrone dipolar cycloaddition conditions involving 2-ethyl-N-hydroxybutanimidoyl chloride 120 and triethylamine, followed by the basic workup and then treatment with methanolic HCl, ultimately resulting in dihydroisoxazole 121. Interestingly, the nitrone generated from 120 approached alkene 119 from the less hindered face and proceeded with remarkable regioselectivity to provide azacycle 121 in 76% yield for the three step sequence. Treatment of 121 with 1.5 eq. lithium aluminum hydride resulted in rupture of the N-O bond within this system, which afforded the amino alcohol 122 in 81% yield. It should be noted that neither the Boc group or the methyl ester were reduced under these reaction conditions. Then, a one-pot three step sequence involving acetylation of the amino group, removal of the Boc group, and hydrolysis of the carboxylic ester followed by guanylation with pyrazolecarboxamidine hydrochloride (123) provided peramivir (X) in 82% yield over the final four steps.

Peramivir Preparation Products And Raw materials

Raw materials

Preparation Products

Less

Peramivir Suppliers

Canada 1 China 87 India 6 United Kingdom 1 United States 14 Global 109

Hangzhou FST Pharmaceutical Co., Ltd

Tel: 0571-88938521 18667135863
Fax: +86-571-88938660
Email: wps@fstchem.com
Country: China
ProdList: 127
Advantage: 60

Shanghai Boyle Chemical Co., Ltd.

Tel
Fax: 86-21-57758967
Email: sales@boylechem.com
Country: China
ProdList: 2923
Advantage: 55

J & K SCIENTIFIC LTD.

Tel: 010-82848833 400-666-7788
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 96815
Advantage: 76

Chembest Research Laboratories Limited

Tel: 021-20908456
Fax: 021-58180499
Email: sales@BioChemBest.com
Country: China
ProdList: 6011
Advantage: 61

JinYan Chemicals(ShangHai) Co.,Ltd.

Tel: 13817811078
Fax: 86-021-50426522,50426273
Email: sales@jingyan-chemical.com
Country: China
ProdList: 9984
Advantage: 60

Chemsky（shanghai）International Co.,Ltd.

Tel: 021-50135380
Email: shchemsky@sina.com
Country: China
ProdList: 32344
Advantage: 50

Wuhan Fortuna Chemical Co., Ltd

Tel: 027-027-59207852 13308628970
Fax: QQ3130921841
Email: buy@fortunachem.com
Country: China
ProdList: 2893
Advantage: 58

Tianjin Branch Chong pharmaceutical intermediates Co., Ltd.

Tel: 022-60116533 13207668525
Fax: 022-60979672
Email: saleskc@scipharmacn.com
Country: China
ProdList: 850
Advantage: 58

Shanghai T&W Pharmaceutical Co., Ltd.

Tel: +86 21 61551611
Fax: +86 21 50676805
Country: China
ProdList: 9901
Advantage: 58

Acesys Pharmatech

Tel: 18860950986
Email: tangmanman@zenjipharma.com
Country: China
ProdList: 1735
Advantage: 55

Moltt Biocem Co., Ltd.

Tel: +86-21-38682181 15900741819
Fax: +86-21-38682181
Country: China
ProdList: 282
Advantage: 55

TargetMol Chemicals Inc.

Tel: 021-021-33632979 15002134094
Fax: 021-33632979
Email: marketing@targetmol.com
Country: China
ProdList: 7854
Advantage: 58

Eastbang Pharmaceuticals Technology Co., Ltd.

Tel: +86 (20) 28996708,29078958,28139708,29076128,28133708,28139728,28139738,28133718,021-31663278,021-31663578,021-60538387
Fax: +86 (20) 39218032
Country: China
ProdList: 454
Advantage: 58

ChemStrong Scientific Co.,Ltd

Tel: 0755-0755-66853366 13670046396
Fax: 0755-28363542
Email: sales@chem-strong.com
Country: China
ProdList: 17994
Advantage: 56

PharmaResources (Kaiyuan) Co., Ltd.

Tel: 021-50720228
Fax: +86-21-50720058
Email: sales@pharmaresources.cn
Country: China
ProdList: 31
Advantage: 58

Shanghai HuanChuan Industry Co.,Ltd.

Tel: 021-61478794
Fax: 021-61478794
Email: sales@hcshhai.com
Country: China
ProdList: 9798
Advantage: 50

AdooQ Bioscience CHINA

Tel: 025-58849295 18951903616;
Fax: 025-68650336
Email: info@adooq.cn
Country: China
ProdList: 2989
Advantage: 60

Credit Asia Chemical Co., Ltd.

Tel: +86 (21) 61124340
Fax: +86 (21) 6129-4103
Country: China
ProdList: 9767
Advantage: 58

LETOPHARM LIMITED

Tel: +86-21-5821 5861
Fax: +86-21-5106 2861
Email: sales@letopharm.com
Country: China
ProdList: 2384
Advantage: 58

AN PharmaTech Co Ltd

Tel: 86(21)68097365
Fax: 86(21)33321566
Email: sales@anpharma.net
Country: China
ProdList: 4901
Advantage: 55

Cangzhou Enke Pharma-tech Co., Ltd.

Tel: 0317-5296180 15533709196
Fax: 0317-5106596
Email: sale@enkepharma.com
Country: China
ProdList: 1647
Advantage: 55

Amadis Chemical Company Limited

Tel: 571-89925085
Fax: 0086-571-89925065
Email: sales@amadischem.com
Country: China
ProdList: 131981
Advantage: 58

Beijing Jin Ming Biotechnology Co., Ltd.

Tel: 010-60605840 18892239720
Fax: 010-60605840
Email: psaitong@jm-bio.com
Country: China
ProdList: 12308
Advantage: 58

Wellman Pharmaceutical Group Limited

Tel: 027-027-83778875 15807197853
Fax: 027-83991220
Email: 15807197853@163.com
Country: China
ProdList: 3979
Advantage: 58

Jinan Jason Pharmaceutical Co., Ltd.

Tel: 0531-82956131 15069164249
Fax: 0531-82956625
Email: jnjspharm@126.com
Country: China
ProdList: 1519
Advantage: 55

Shanghai Orgchem Co.,Ltd.

Tel: +86-21-5877 1921
Fax: +86-21-5877 1925
Email: info@chemofchina.com
Country: China
ProdList: 9661
Advantage: 55

Amatek Scientific Co. Ltd.

Tel: 0512-56316828
Fax: 0512-56316826
Email: info@amateksci.com
Country: China
ProdList: 28821
Advantage: 58

Shenzhen Regent Biochemical Technology Co., Ltd.

Tel: 0755-0755-85201366 18938635012
Fax: 0755-85201366
Email: sales@regentsciences.com
Country: China
ProdList: 9293
Advantage: 58

Wuhan FengyaoTonghui Chemical Products Co., Ltd.

Tel: 027-87466105 15377573527
Email: 2678564200@qq.com
Country: China
ProdList: 17997
Advantage: 58

Nanjing crow LuNing pharmaceutical technology co., LTD

Tel: 13382066392
Country: CHINA
ProdList: 4880
Advantage: 58

Shenzhen Polymeri Biochemical Technology Co., Ltd.

Tel: +86-400-002-6226 13028896684
Email: sales@rrkchem.com
Country: China
ProdList: 55896
Advantage: 58

Hebei Runmin Fine Chemical Co., Ltd.

Tel: 18032696490
Email: wanmin.jiang@hebeirm.com
Country: CHINA
ProdList: 25
Advantage: 58

Zhuzhou focus pharmaceutical technology co., LTD

Tel: +86-13776644403
Email: robert@focuspharma.cc
Country: China
ProdList: 1957
Advantage: 58

Zhejiang J&C Biological Technology Co.,Limited

Tel: +1-2135480471 +1-2135480471
Email: sales@sarms4muscle.com
Country: China
ProdList: 10523
Advantage: 58

Hunan Jibang Biological Technology Co., LTD

Tel: +8613776644403
Email: sales02@kingboomtech.com
Country: China
ProdList: 1806
Advantage: 58

Hefei TNJ Chemical Industry Co.,Ltd.

Tel: 0551-65418684 +8618949823763
Fax: 0086-551-65418684
Email: sales@tnjchem.com
Country: China
ProdList: 25363
Advantage: 58

XI'AN TIANGUANGYUAN BIOTECH CO., LTD.

Tel: +86-029-86333380 18829239519
Fax: 188 2923 9519
Email: sales06@tgybio.com
Country: China
ProdList: 944
Advantage: 58

Changzhou Chenhong Biotechnology Co., Ltd.

Tel: 0519-85788828 13775037613
Email: sales@chemrenpharm.com
Country: China
ProdList: 3553
Advantage: 58

Chengdu Peter-like Biotechnology Co., Ltd.

Tel: 028-81700200 18108052721
Email: 2850505130@qq.com
Country: China
ProdList: 5182
Advantage: 58

Chongqing Chemdad Co., Ltd

Tel: +86-023-61398051 +8613650506873
Email: sales@chemdad.com
Country: China
ProdList: 39916
Advantage: 58

ChemeGen(Shanghai) Biotechnology Co.,Ltd.

Tel: 18818260767
Fax: QQ 3610331285
Email: sales@chemegen.com
Country: China
ProdList: 11289
Advantage: 58

CONIER CHEM AND PHARMA LIMITED

Tel: +8618523575427
Email: sales@conier.com
Country: China
ProdList: 49391
Advantage: 58

Beijing Aomi Jiade Pharmaceutical Technology Co., Ltd

Tel: 13522808617
Email: omiget@qq.com
Country: China
ProdList: 9213
Advantage: 58

Shanghai meikai technology co., ltd

Tel: 021-18721550-091 18721550091
Fax: 微信18721550091
Email: yangdong@pharma.com
Country: China
ProdList: 4123
Advantage: 58

Tianjin Leno Bede Technology Co. LTD

Tel: 022-87899851 18522914591
Email: hzauzhangchao@163.com
Country: China
ProdList: 75
Advantage: 58

MedBioPharmaceutical Technology Inc

Tel: 021-69568360 18916172912
Email: order@med-bio.cn
Country: China
ProdList: 8141
Advantage: 58

Energy Chemical

Tel: 021-58432009 400-005-6266
Fax: 021-58436166
Email: marketing@energy-chemical.com
Country: China
ProdList: 44941
Advantage: 58

Wuhan Topule

Tel: +86-02787215551 +86-19945035818
Fax: 027-87215551
Email: 2936752263@qq.com
Country: China
ProdList: 7955
Advantage: 58

TCI (Shanghai) Chemical Trading Co., Ltd.

Tel: 021-61109150
Fax: 021-61105897
Email: sales@tcisct.com
Country: China
ProdList: 31163
Advantage: 58

Beijing Jin Ming Biotechnology Co., Ltd.

Tel: 010-60605840
Email: psaitong@jm-bio.com
Country: China
ProdList: 29778
Advantage: 58

Less

View Lastest Price from Peramivir manufacturers

PNP Biotech Co. Ltd

Product: peramivir 330600-85-6
Price: US $0.00/kg
Min. Order: 25kg
Purity: 98%
Supply Ability: Inquiry
Release date: 2023-07-13

Hebei Mingeng Biotechnology Co., Ltd

Product: Peramivir 330600-85-6
Price: US $200.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1000kg/Month
Release date: 2022-11-24

Career Henan Chemical Co

Product: (1S,2R,3R,4R)-3-(1-acetamido-2-ethyl-butyl)-4-(diaminomethylideneamino)-2-hydroxy-cyclopentane-1-carboxylic acid 330600-85-6
Price: US $1.00/kg
Min. Order: 1kg
Purity: 95%-99%
Supply Ability: 100kg
Release date: 2018-12-24

330600-85-6, PeramivirRelated Search:

Peramivir trihydrate

(1S,2S,3R,4R)-3-((S)-1-AcetaMido-2-ethylbutyl)-4-guanidino-2-hydroxycyclopentanecarboxylic acid

(1S,2R,3R,4R)-3-(1-acetamido-2-ethyl-butyl)-4-(diaminomethylideneamino)-2-hydroxy-cyclopentane-1-carboxylic acid

(1S,2S,3R,4R)-3-[(1S)-1-(Acetylamino)-2-ethylbutyl]-4-[(aminoiminomethyl)amino]-2-hydroxycyclopentanecarboxylic acid

Aids114230

Aids-114230

Bcx-1812

Cyclopentanecarboxylic acid, 3-[(1S)-1-(acetylamino)-2-ethylbutyl]-4-[(aminoiminomethyl)amino]-2-hydroxy-, (1S,2S,3R,4R)-

Rwj-270201

Peramivir(BCX-1812)

PeraMivir(RWJ-270201,BCX-1812)

PeraMiviv

Rapiacta

(1S,2R,3R,4R)-3-(1-acetaMido-2-ethyl-butyl)-4-(diaMinoMethylideneaMino)-2-hydroxy-cyclopentane-1-car

Peramivir

(229614-55-5) peramivir

Peramivir (BCX-1812, RWJ-270201, S-021812)

(1S,2R,3R,4R)-3-(1-acetamido-2-ethyl-butyl)-4-(diaminomethyl 330600-85-6

Paramivir waterless

Peramivir Monomer

330600-85-6

C15H28N4O4

Amines

Chiral Reagents

Intermediates & Fine Chemicals

Pharmaceuticals

API