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DELAVIRDINE, MESYLATE

CAS No.
147221-93-0
Chemical Name:
DELAVIRDINE, MESYLATE
Synonyms
C08087;U-90152S;U 90152 (mesylate);elavirdinemesylate;Seebio Delavirdine;Delavirdine Mesylat;Delavirdine mesilate;BHAP-U 90152 (mesylate);Delavirdine methane sulfonate;DELAVIRDINE (MESYLATE);U 90152
CBNumber:
CB1292152
Molecular Formula:
C23H32N6O6S2
Molecular Weight:
552.67
MDL Number:
MFCD00866948
MOL File:
147221-93-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-27 17:00:41

DELAVIRDINE, MESYLATE Properties

Melting point 118-120°C
storage temp. Inert atmosphere,Room Temperature
solubility DMSO: >5mg/mL
form powder
color white to tan
InChIKey MEPNHSOMXMALDZ-UHFFFAOYSA-N
SMILES CS(O)(=O)=O.CC(C)Nc1cccnc1N2CCN(CC2)C(=O)c3cc4cc(NS(C)(=O)=O)ccc4[nH]3
CAS DataBase Reference 147221-93-0
FDA UNII 421105KRQE
UNSPSC Code 51111800
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Health Hazard (GHS08)Exclamation Mark (GHS07)
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
Storage Class 11 - Combustible Solids
Hazardous Substances Data 147221-93-0(Hazardous Substances Data)
NFPA 704
0
2 0

DELAVIRDINE, MESYLATE price More Price(53)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PZ0180 Delavirdine mesylate ≥98% (HPLC) 147221-93-0 5mg $165 2026-04-30 Buy
Sigma-Aldrich PZ0180 Delavirdine mesylate ≥98% (HPLC) 147221-93-0 25mg $625 2026-04-30 Buy
Cayman Chemical 24026 Delavirdine (mesylate) ≥98% 147221-93-0 1mg $36 2026-04-30 Buy
Cayman Chemical 24026 Delavirdine (mesylate) ≥98% 147221-93-0 5mg $103 2026-04-30 Buy
Cayman Chemical 24026 Delavirdine (mesylate) ≥98% 147221-93-0 10mg $169 2026-04-30 Buy
Product number Packaging Price Buy
PZ0180 5mg $165 Buy
PZ0180 25mg $625 Buy
24026 1mg $36 Buy
24026 5mg $103 Buy
24026 10mg $169 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( 120)Suppliers
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15813 69
Adamas Reagent, Ltd. 400-6009262 15618770481 yhx@titansci.com China 14098 59
LGM Pharma 1-(800)-881-8210 inquiries@lgmpharma.com United States 2110 70
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
Haoyuan Chemexpress Co., Ltd. 021-58950125 info@chemexpress.com China 7545 61
AdooQ BioScience, LLC +1 (866) 930-6790 info@adooq.com United States 2774 58
Shanghai TaoSu Biochemical Technology Co., Ltd. 021-33632979 info@tsbiochem.com China 8039 58
Bide Pharmatech Ltd. 400-164-7117 18317119277 product02@bidepharm.com China 40000 60
Nanjing Chalf-Pharm Technology Co., Ltd. 025-57018978 18251899859 sales@chalf-pharm.com China 5855 50

View Lastest Price from DELAVIRDINE, MESYLATE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Delavirdine mesylate pictures 2026-07-27 Delavirdine mesylate
147221-93-0
$54.00-87.00 99.99% 10g TargetMol Chemicals Inc.
DELAVIRDINE, MESYLATE pictures 2019-12-26 DELAVIRDINE, MESYLATE
147221-93-0
$1.00 1g ≥98% Career Henan Chemical Co

DELAVIRDINE, MESYLATE Spectrum

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) 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 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 Delavirdine mesylate, 10 mM in DMSO Seebio Delavirdine 147221-93-0 C22H28N6O3SCH4SO3 C22H28N6O3SCH4O3S C23H32N6O6S2 Anti-viral Compounds Anti-virals Inhibitors Intermediates & Fine Chemicals Non-nucleoside Reverse Transcriptase Pharmaceuticals