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
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) | GHS08,GHS07 |
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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 |
|
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 |
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
Raw materials
Preparation Products
Supplier | Tel | 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 | |
---|---|---|---|---|---|---|---|---|
2024-11-19 | Delavirdine mesylate
147221-93-0
|
US $54.00-87.00 / mg | 99.99% | 10g | TargetMol Chemicals Inc. | |||
2023-09-28 | DELAVIRDINE, MESYLATE
147221-93-0
|
US $0.00 / KG | 1KG | 99% | 50000KG/month | Hebei Mojin Biotechnology Co., Ltd | ||
2019-12-26 | DELAVIRDINE, MESYLATE
147221-93-0
|
US $1.00 / g | 1g | ≥98% | g/kg/Ton | Career Henan Chemical Co |
- Delavirdine mesylate
147221-93-0
- US $54.00-87.00 / mg
- 99.99%
- TargetMol Chemicals Inc.
- DELAVIRDINE, MESYLATE
147221-93-0
- US $0.00 / KG
- 99%
- Hebei Mojin Biotechnology Co., Ltd
- DELAVIRDINE, MESYLATE
147221-93-0
- US $1.00 / g
- ≥98%
- Career Henan Chemical Co