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DELAVIRDINE, MESYLATE

CAS No.
147221-93-0
Chemical Name:
DELAVIRDINE, MESYLATE
Synonyms
C08087;U-90152S;U 90152 (mesylate);elavirdinemesylate;Delavirdine Mesylat;Delavirdine mesilate;BHAP-U 90152 (mesylate);Delavirdine methane sulfonate;DELAVIRDINE (MESYLATE);U 90152;DELAVIRDINE MESYLATE (U 90152 MESYLATE)
CBNumber:
CB1292152
Molecular Formula:
C23H32N6O6S2
Molecular Weight:
552.67
MDL Number:
MFCD00866948
MOL File:
147221-93-0.mol
MSDS File:
SDS
Last updated:2024-11-19 15:53:33

DELAVIRDINE, MESYLATE Properties

Melting point 118-120°C
storage temp. Inert atmosphere,Room Temperature
solubility DMSO: >5mg/mL
form powder
color white to tan
CAS DataBase Reference 147221-93-0
FDA UNII 421105KRQE

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS08,GHS07
Signal word  Warning
Hazard statements  H319-H361
Precautionary statements  P201-P202-P281-P308+P313-P405-P501-P264-P280-P305+P351+P338-P337+P313P
WGK Germany  3
Hazardous Substances Data 147221-93-0(Hazardous Substances Data)
NFPA 704
0
2 0

DELAVIRDINE, MESYLATE price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PZ0180 Delavirdine mesylate ≥98% (HPLC) 147221-93-0 5mg $150 2024-03-01 Buy
Sigma-Aldrich PZ0180 Delavirdine mesylate ≥98% (HPLC) 147221-93-0 25mg $340.2 2024-03-01 Buy
Cayman Chemical 24026 Delavirdine (mesylate) ≥98% 147221-93-0 1mg $32 2024-03-01 Buy
Cayman Chemical 24026 Delavirdine (mesylate) ≥98% 147221-93-0 5mg $93 2024-03-01 Buy
Cayman Chemical 24026 Delavirdine (mesylate) ≥98% 147221-93-0 10mg $153 2024-03-01 Buy
Product number Packaging Price Buy
PZ0180 5mg $150 Buy
PZ0180 25mg $340.2 Buy
24026 1mg $32 Buy
24026 5mg $93 Buy
24026 10mg $153 Buy

DELAVIRDINE, MESYLATE Chemical Properties,Uses,Production

Description

Rescriptor was launched in the US for HIV positive individuals. It can be prepared in seven steps from 2-chloro-3-nitropyridine and piperazine. Rescriptor is a member of the bis(heteroaryl)piperazine (BHAP) class of non-nucleoside HIV-1 reverse transcriptase inhibitors (NNRTIs) of which it is a second generation drug. It acts exclusively as an allosteric mixed inhibitor of both RNA- and DNA-directed polymerase domains of RT and has a much higher binding affintiy for the enzymesubstrate complex than for the free enzyme. Rescriptor does not inhibit RNase H activity of RT. It prevented the spread of HIV significantly longer than AZT. Development of resistance to Rescriptor can occur, however the mutated strain becomes more vulnerable to other members of the NNRTIs. It is metabolized in the liver by CYP3A.

Chemical Properties

Light Brown Solid

Originator

Pharmacia & Upjohn (US)

Uses

A bisheteroarylpiperazine (BHAP) reverse transcriptase inhibitor.

Definition

ChEBI: The monomethanesulfonic acid salt of delavirdine, a non-nucleoside reverse transcriptase inhibitor with activity specific for HIV-1. Viral resistance emerges rapidly when delavirdine is used alone, so it is therefore used (as the methanesulfonic acid salt) with other antiretrovirals for combination therapy of HIV infection.

Manufacturing Process

5-Nitroindole-2-carboxylic acid (0.86 g), 1-[3-(N-isopropyl)amino-2- pyridinyl]piperazine (0.43 g), 1-(ethyl)-3-(dimethylaminopropyl)carbodiimide (0.45 g) and THF (4 ml), were stirred at 20-25°C for 3 hr; then the reaction mixture was dissolved in chloroform (50 ml) and extracted with saturated aqueous sodium bicarbonate, saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure. Purification by flash column chromatography (200 g silica) eluting with ethyl acetate/hexane (50/50), the appropriate fractions were pooled and concentrated to give 1-[5-nitroindolyl2-carbonyl]-4-[3-(1-methylethylamino)-2-pyridinyl]piperazine, mp 153°- 154°C.
1-[5-Nitroindolyl-2-carbonyl]-4-[3-(1-methylethylamino)-2- pyridinyl]piperazine (1.0 g) was dissolved in ethanol (60 ml) and THF (60 ml) and palladium on carbon (10%, 0.15 g) was added. The reaction mixture was hydrogenated at 40 psi for 14 hr, then filtered through celite and concentrated under reduced pressure. Purification by flash chromatography, eluting with ethyl acetate/hexane (50/50) pooling and concentrating the appropriate fractions gave 1-[5-aminoindolyl-2-carbonyl]-4-[3-(1-methylethylamino)-2- pyridinyl]piperazine, mp 212°-214°C.
1-[5-Aminoindolyl-2-carbonyl]-4-[3-(1-methylethylamino)-2- pyridinyl]piperazine (0.075 mg) was dissolved in methylene chloride (0.4 ml) and pyridine (0.016 g) was added and the reaction is cooled to 0°C. Then methanesulfonyl chloride (0.023 g) was added. After 2.5 hr of stirring, the reaction was diluted with chloroform and washed with saturated aqueous sodium bicarbonate, saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The concentrate was dissolved in the minimum amount of chloroform and passed through a small plug of silica gel and then it is recrystallized with ethyl acetate/hexane to provide the 1-[5- methansulfoneamidolyl-2-carbonyl]-4-[3-(1-methylethylenamino)-2- pyridinyl]piperazine, mp 226°-228°C.
The mesylate salt may be formed by dissolving the free base in methanol and methanesulfonic acid (1 eq) is added.

brand name

Rescriptor (Agouron).

Therapeutic Function

Antiviral, Anti-HIV virus agent

DELAVIRDINE, MESYLATE Preparation Products And Raw materials

Global( 103)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12834 58
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32957 60
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29811 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32161 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
86-571-88216897,88216896 13588875226 sales@hzclap.com CHINA 6312 58
Dayang Chem (Hangzhou) Co.,Ltd.
571-88938639 +8617705817739 info@dycnchem.com China 52849 58
Labnetwork lnc.
+86-27-50766799 +8618062016861 contact@labnetwork.com China 19987 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6391 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418684 +8618949823763 sales@tnjchem.com China 25356 58

View Lastest Price from DELAVIRDINE, MESYLATE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Delavirdine mesylate pictures 2024-11-19 Delavirdine mesylate
147221-93-0
US $54.00-87.00 / mg 99.99% 10g TargetMol Chemicals Inc.
DELAVIRDINE, MESYLATE pictures 2023-09-28 DELAVIRDINE, MESYLATE
147221-93-0
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
DELAVIRDINE, MESYLATE pictures 2019-12-26 DELAVIRDINE, MESYLATE
147221-93-0
US $1.00 / g 1g ≥98% g/kg/Ton Career Henan Chemical Co

DELAVIRDINE, MESYLATE Spectrum

C08087 Delavirdine mesilate MethanesulfonaMide, N-[2-[[4-[3-[(1-Methylethyl)aMino]-2-pyridinyl]-1-piperazinyl]carbonyl]-1H-indol-5-yl]-, Methanesulfonate N-[2-[[4-[3-[(1-Methylethyl)aMino]-2-pyridinyl]-1-piperazinyl]carbonyl]-1H-indol-5-yl]MethanesulfonaMide Methanesulfonate Delavirdine methane sulfonate N-[2-[[4-[3-[(1-Methylethyl)amino]-2-pyridinyl]-1-piperazinyl]carbonyl]-1H-indol-5-yl]methanesulfonamide mesylate U-90152S DELAVIRDINE (MESYLATE);U 90152 1-[3-[(1-Methylethyl)amino]-2-pyridinyl]-4-[[5-[(methylsulfonyl)amino]-1H-indol-2-yl]carbonyl]-piperazine monomethanesulfonate DELAVIRDINE MESYLATE (U 90152 MESYLATE) BHAP-U 90152 (mesylate) U 90152 (mesylate) Delavirdine Mesylat N-(2-(4-(3-(Isopropylamino)pyridin-2-yl)piperazine-1-carbonyl)-1H-indol-5-yl)methanesulfonamide methanesulfonate elavirdinemesylate 147221-93-0 C22H28N6O3SCH4SO3 C22H28N6O3SCH4O3S C23H32N6O6S2 Anti-viral Compounds Anti-virals Inhibitors Intermediates & Fine Chemicals Non-nucleoside Reverse Transcriptase Pharmaceuticals