Paxlovid
Synthesis- Product Name
- Paxlovid
- CAS No.
- 2628280-40-8
- Chemical Name
- Paxlovid
- Synonyms
- nirmatrelvir;3-Azabicyclo[3.1.0]hexane-2-carboxamide,N- [(1S)-1-cyano-2-[(3S)-2-oxo-3-pyrrolidinyl]ethyl]- 3-[(2S)-3,3-dimethyl-1-oxo-2-[(2,2,2- trifluoroacetyl)amino]butyl]-6,6-dimethyl-, (1R,2S,5S)-;(1R,2S,5S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-3-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide;Nirmatrelvir (PF-07321332);Paxlovid (PF-07321332);PF07321332(Paxlovid);3-Azabicyclo[3.1.0]hexane-2-carboxamide,N- [(1S)-1-cyano-2-[...;Nematwe;Parovide;Paroweide
- CBNumber
- CB38941263
- Molecular Formula
- C23H32F3N5O4
- Formula Weight
- 499.53
- MOL File
- 2628280-40-8.mol
Paxlovid Property
- Boiling point:
- 742.4±60.0 °C(Predicted)
- Density
- 1.267±0.06 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- DMSO : 140 mg/mL (280.26 mM; Need ultrasonic)
- form
- A solid
- pka
- 10.26±0.46(Predicted)
- color
- White to off-white
- InChI
- InChI=1S/C23H32F3N5O4/c1-21(2,3)16(30-20(35)23(24,25)26)19(34)31-10-13-14(22(13,4)5)15(31)18(33)29-12(9-27)8-11-6-7-28-17(11)32/h11-16H,6-8,10H2,1-5H3,(H,28,32)(H,29,33)(H,30,35)/t11-,12-,13-,14-,15-,16+/m0/s1
- InChIKey
- LIENCHBZNNMNKG-OJFNHCPVSA-N
- SMILES
- [C@@]12([H])[C@@]([H])(C1(C)C)CN(C(=O)[C@@H](NC(C(F)(F)F)=O)C(C)(C)C)[C@@H]2C(N[C@H](C#N)C[C@@H]1CCNC1=O)=O
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.
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.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- SML3313
- Product name
- PF-07321332
- Purity
- ≥95% (HPLC)
- Packaging
- 5MG
- Price
- $86.5
- Updated
- 2024/03/01
- Product number
- SML3313
- Product name
- PF-07321332
- Purity
- ≥95% (HPLC)
- Packaging
- 25MG
- Price
- $280
- Updated
- 2024/03/01
Paxlovid Chemical Properties,Usage,Production
Synthesis
In
a 2 L three-necked flask, add 36.4 g (0.1 mol) of solid material SM1,
dissolve with 360ml butanone, then add 19.9 g Intermediate C (0.105
mol), 8.3g HOPO (0.075 mol) and stir for 10min, then add 38.7 g DIPEA
(0.3 mol), stirred for 10min, then added 26.6 g EDCI (0.15 mol), reacted
at 20-25
In the
there-necked flask of 2 L, add crude product (50 g, 0.1 mol), 500 ml
isopropyl acetate, be heated to 65-70°C after solids are all dissolved,
under this temperature condition, add the n-heptane of 750 ml , heat
preservation and stirring 6-7 h, separate out a large amount of solid,
be cooled to room temperature, filter, filter cake is washed with the
organic solvent F of 300 ml (wherein, organic solvent F is that
isopropyl acetate and n-heptane are mixed by volume ratio of 1:1 mixed
solution), and dried to obtain 46.2 g of pure product with a yield of
92.3%.
Description
PF-07321332 is an oral COVID-19 antiviral clinical candidate. By inhibiting the main protease, PF-07321332 prevents the virus from cleaving long protein chains into the parts it needs to reproduce itself.
History
Paxlovid is a new potential drug discovered by Pfizer. Paxlovid is composed of two active ingredients, Nirmatrelvir and Ritonavir. Similarly, a mixture of Lopinavir and Ritonavir drugs is already used against HIV. Ritonavir is a drug approved in 1996 which is widely used, not exclusively, to treat HIV/AIDS. Another component of Paxlovid, Nirmatrelvir (PF-07321332) is a new potential drug developed by Pfizer. It inhibits the SARS-CoV-1 virus protease (Mpro), which fragments long protein chains into the parts the virus needs to reproduce. Nirmatrelvir acts as a substrate for the virus protease in the cell, thereby deceiving the virus and blocking its replication.
Uses
PF-07321332 (nirmatrelvir) is an oral antiviral clinical lead. It is a covalent inhibitor of SARS-CoV-2 Mpro (main protease, 3CLpro) that binds to cysteine145 within the enzyme's catalytic domain. Mpro is essential for coronavirus replication. Inhibiting Mpro actvity blocks replication at an early stage in the virus' life cycle. Due to structural similarities between the Mpro's of other coronavirusus, PF-07321332 offers the potential of pan-coronavirus activity. In vitro it is suggested to inhibit replication of CoV-2 variants including delta and omicron.
Definition
ChEBI: Nirmatrelvir is an azabicyclohexane that is (1R,5S)-3-azabicyclo[3.1.0]hexane substituted by {(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl}aminoacyl, 3-methyl-N-(trifluoroacetyl)-L-valinamide, methyl and methyl groups at positions 2S, 3, 6 and 6, respectively. It is the first orally administered inhibitor of SARS-CoV-2 main protease developed by Pfizer and used in combination with ritonavir for the treatment of COVID-19. It has a role as an EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor and an anticoronaviral agent. It is a nitrile, a member of pyrrolidin-2-ones, a secondary carboxamide, a pyrrolidinecarboxamide, a tertiary carboxamide, an organofluorine compound and an azabicyclohexane.
Biological Functions
Paxlovid (Nirmatrelvir/Ritonavir) is an antiviral drug developed by Pfizer for the treatment of COVID-19. This combination therapy includes two components: nirmatrelvir and ritonavir. Nirmatrelvir is a new chemical entity (NCE) that works by inhibiting the activity of the SARS-CoV-2 main protease (MPro, also known as 3CLpro). This inhibition prevents the production of the viral polyprotein precursor, thereby inhibiting viral replication. Ritonavir is a known human immunodeficiency virus type 1 (HIV-1) protease inhibitor and is also a cytochrome P450 3A (CYP3A) inhibitor. Because nirmatrelvir is primarily metabolized by CYP3A, ritonavir is co-administered to increase the exposure and effectiveness of nirmatrelvir.
Biological Activity
PF-07321332 is an orally bioavailable 3C-like protease (3CLPRO) inhibitor. This drug is being investigated for safety, tolerability, and pharmacokinetics before moving on to studies of efficacy in the treatment or prophylaxis of COVID-19. 3CLPRO is responsible for cleaving polyproteins 1a and 1ab of SARS-CoV-2.
Structure and conformation
PF-07321332 is structurally similar to ML1000. PF-07321332's chemical structure was formally disclosed in Owen et al's Science article in November 2021, and this confirmed the structure that was obtained from the ACS meeting.
Paxlovid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Paxlovid manufacturers
- Product
- Paxlovid 2628280-40-8
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1000kg
- Release date
- 2025-07-06
- Product
- PF-07321332 2628280-40-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 2500kg
- Release date
- 2025-03-05
- Product
- Paxlovid 2628280-40-8
- Price
- US $100.00-75.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 5000Ton
- Release date
- 2024-08-13