ChemicalBook > CAS DataBase List > Islatravir

Islatravir

Product Name
Islatravir
CAS No.
865363-93-5
Chemical Name
Islatravir
Synonyms
EFdA;E2FDA;Islatravir;Islatravir(MK-8591);MK-8591 (Islatravir);Adenosine Impurity 22;Adenosine Related Compound;2-DEOXY-4-C-ETHYNYL-2-FLUORO-;4'-ethynyl-2-fluoro-2'-deoxyadenosine;2'-Deoxy-4'-ethynyl-2-fluoroadenosine
CBNumber
CB32657140
Molecular Formula
C12H12FN5O3
Formula Weight
293.25
MOL File
865363-93-5.mol
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Islatravir Property

Melting point:
220.0-221.4 °C (decomp)
Boiling point:
669.2±65.0 °C(Predicted)
Density 
1.72±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMSO:100.0(Max Conc. mg/mL);341.0(Max Conc. mM)
Water:3.57(Max Conc. mg/mL);12.17(Max Conc. mM)
form 
A solid
pka
13.11±0.60(Predicted)
color 
White to off-white
InChI
InChI=1S/C12H12FN5O3/c1-2-12(4-19)6(20)3-7(21-12)18-5-15-8-9(14)16-11(13)17-10(8)18/h1,5-7,19-20H,3-4H2,(H2,14,16,17)/t6-,7+,12+/m0/s1
InChIKey
IKKXOSBHLYMWAE-QRPMWFLTSA-N
SMILES
OC[C@@]1(C#C)O[C@@H](N2C3C(=C(N=C(F)N=3)N)N=C2)C[C@@H]1O
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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.

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N-Bromosuccinimide Price

ChemScene
Product number
CS-0023675
Product name
Islatravir
Purity
99.94%
Packaging
5mg
Price
$500
Updated
2021/12/16
Axon Medchem
Product number
Axon3191
Product name
Islatravir-EFdA|MK-8591
Purity
99%
Packaging
2x5mg
Price
$792
Updated
2021/12/16
ChemScene
Product number
CS-0023675
Product name
Islatravir
Purity
99.94%
Packaging
10mg
Price
$850
Updated
2021/12/16
ChemScene
Product number
CS-0023675
Product name
Islatravir
Purity
99.94%
Packaging
25mg
Price
$1800
Updated
2021/12/16
ChemScene
Product number
CS-0023675
Product name
Islatravir
Purity
99.94%
Packaging
50mg
Price
$3000
Updated
2021/12/16
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Islatravir Chemical Properties,Usage,Production

Description

Islatravir belongs to a group of HIV drugs called nucleoside reverse transcriptase translocation inhibitors (NRTTIs). NRTTIs use several different methods to block an HIV enzyme called reverse transcriptase. By blocking reverse transcriptase, NRTTIs prevent HIV from multiplying and can reduce the amount of HIV in the body. This compound may be effective against certain HIV strains that are resistant to other HIV drugs.

Uses

MK-?8591 is a carbocyclic nucleoside reverse transcriptase translocation inhibitor and is used as an antiviral with potential use towards the treatment of HIV.

Uses

4'-ethynyl-2-fluoro-2'-deoxyadenosine (Islatravir) is a heterocyclic organic compound and can be used as pharmaceutical intermediates.

Mechanism of action

Islatravir belongs to a group of HIV drugs called nucleoside reverse transcriptase translocation inhibitors (NRTTIs). NRTTIs use several different methods to block an HIV enzyme called reverse transcriptase. By blocking reverse transcriptase, NRTTIs prevent HIV from multiplying and can reduce the amount of HIV in the body. This compound may be effective against certain HIV strains that are resistant to other HIV drugs[1].

Pharmacokinetics

Islatravir is converted intracellularly by endogenous kinases to its active triphosphate (TP) form, islatravir-TP, which has a long intracellular half-life, allowing the potential for various dosing options and regimens. In participants without HIV, single oral doses of islatravir were rapidly absorbed, with peak plasma concentrations attained at ~ 0.5 h, with islatravir demonstrating a half-life of ~ 49–61 h. Peak intracellular islatravir-TP concentrations were attained 6–24 h after islatravir administration, with a half-life of 118–171 h; similar pharmacokinetics have been observed in people living with HIV-1. When administered once daily (QD), oral doses of islatravir resulted in steady-state plasma concentrations at approximately Day 14. At the same time, intracellular islatravir-TP reached a steady state by Day 28 and remained above the concentration threshold associated with antiviral efficacy (0.05 pmol/106 cells) for ~ 30 days following cessation of dosing. In addition, doses as low as 0.25 mg QD produced intracellular islatravir-TP concentrations exceeding the therapeutic concentration threshold on Day 1[1].

References

[1] Randolph P Matthews. “A Phase 1 Study to Evaluate the Drug Interaction Between Islatravir (MK-8591) and Doravirine in Adults Without HIV.” Clinical Drug Investigation (2021): 629–638.

Islatravir Preparation Products And Raw materials

Raw materials

Preparation Products

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Islatravir Suppliers

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View Lastest Price from Islatravir manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
4'-ethynyl-2-fluoro-2'-deoxyadenosine/EFDA 865363-93-5
Price
US $0.00/g
Min. Order
1g
Purity
95%min
Supply Ability
10G
Release date
2021-06-18
Yunbio Tech Co.,Ltd.
Product
4'-ethynyl-2-fluoro-2'-deoxyadenosine EFDA E2FDA 865363-93-5
Price
US $4000.00/g
Min. Order
1g
Purity
95%
Supply Ability
10KGS
Release date
2019-11-28
NewCan Biotech Limited
Product
Islatravir 865363-93-5
Price
US $0.00-0.00/mg
Min. Order
100mg
Purity
98%
Supply Ability
10g
Release date
2024-05-22

865363-93-5, IslatravirRelated Search:

(R, S)-Adenosyl-L-Methionine ADENOSINE 5'-TRIPHOSPHATE DISODIUM SAL& Adenosine-5'-diphosphate disodium salt ADENOSINE5'-MONOPHOSPHATESODIUMSALT 8-AMino[1”-(N”-dansyl)-4”-aMinobutyl]-5'-(1-aziridinyl)-5'-deoxy Adenosine Ademetionine 1,4-butanedisulfonate (S, S)-Adenosyl-L-Methionine Ademetionine disulfate tosylate Adenosine 5'-monophosphate Decarboxy-S-adenosylmethionine 5'-DEOXY-5'-METHYLTHIOADENOSINE 2,3,5-TRI-O-ACETYL-6-CHLOROPURINE-9-?-D-RIBOFURANOSIDE S-Adenosyl-L-methionine 2-methylthio-N-6-isopentenyladenosine Adenosine-13C5 2'-O-MB-CAMP SODIUM SALT Adenosine Related Compound 1 Adenosyl Methionine Impurity 2

  • 4'-ethynyl-2-fluoro-2'-deoxyadenosine
  • E2FDA
  • EFdA
  • 2'-deoxy-4'-C-ethynyl-2-fluoro-Adenosine
  • 2'-Deoxy-4'-ethynyl-2-fluoroadenosine
  • 4'-ethynyl-2-fluoro-2'-deoxyadenosine EFDA E2FDA
  • Islatravir
  • Adenosine Related Compound
  • Adenosine Related Compound 6 (MK-8591)
  • (2R,3S,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-2-ethynyl-2-(hydroxymethyl)tetrahydrofuran-3-ol
  • Adenosine, 2'-deoxy-4'-C-ethynyl-2-fluoro-
  • Adenosine Impurity 22
  • 4'-ethynyl-2-fluoro-2'-deoxyadenosine/EFDA
  • Islatravir(MK-8591)
  • (2R,3S,5R)-5-(6-amino-2-fluoro-4H-purin-9(5H)-yl)-2-ethynyl-2-(hydroxymethyl)-tetrahydrofuran-3-ol
  • (2R,3S,5R)-5-(6-amino-2-fluoropurin-9-yl)-2-ethynyl-2-(hydroxymethyl)oxolan-3-ol
  • Human immunodeficiency virus,Inhibitor,Islatravir,MK 8591,inhibit,MK8591,Reverse Transcriptase,HIV
  • MK-8591 (Islatravir)
  • 2-DEOXY-4-C-ETHYNYL-2-FLUORO-
  • 4'-ethynyl-2-fluoro-2'-deoxyadenosine
  • 865363-93-5
  • C12H12FN5O3