ISOPRINOSINE

ISOPRINOSINE Basic information
Description Sources
Product Name:ISOPRINOSINE
Synonyms:ISOPRINOSINE;)(1:3);aviral;delimmun;imunovir;inosine,compd.with1-(dimethylamino)-2-propanol4-(acetylamino)benzoate(salt;inosinepranobex;inosiplex
CAS:36703-88-5
MF:C24H34N6O9
MW:550.57
EINECS:253-162-1
Product Categories:36703-88-5
Mol File:36703-88-5.mol
ISOPRINOSINE Structure
ISOPRINOSINE Chemical Properties
Melting point 140-142°C
storage temp. Inert atmosphere,Room Temperature
solubility DMSO (Slightly, Heated), Methanol (Slightly, Heated, Sonicated), Water (Slightly)
form Solid
color White to Off-White
Merck 14,4976
InChIKeyPBJNZCQJMWVIRT-JHVGCDEENA-N
SMILESO[C@@H]1[C@@H]([C@@H](CO)O[C@H]1N1C=NC2C(N=CNC1=2)=O)O.C(N(C)C)C(O)C.N(C1C=CC(C(=O)O)=CC=1)C(=O)C |&1:1,2,3,7,r|
Safety Information
HS Code 2934.99.9001
ToxicityLD50 in mice and rats (mg/kg): >4000 orally and i.p. (Gordon)
MSDS Information
ISOPRINOSINE Usage And Synthesis
DescriptionISOPRINOSINE (also known as inosine pranobex) an antiviral drug combing of inosine and dimepranol acedoben (a salt of acetamidobenzoic acid and dimethylaminoisopropanol) in a ratio of 1 to 3. It is mainly used for treating the rare measles complication subacute sclerosing panencephalitis in conjunction with intrathecal interferon therapy1,2. In UK, it is also indicated for mucocutaneous infections due to herpes simplex virus (type 1 and type 2) and for treatment of genital warts as adjunctive therapy to podophyllin or carbon dioxide laser1. It also has certain efficacy in the treatment of AIDS and some other acquired immunodeficiency such as aged patients, cancer patients, severely burned patients, ill patients, and surgery patients3. Preclinical studies have demonstrated that isoprinosine can inhibit the growth of both DNA and RNA viruses as well as potentiate cell-mediated immune response both in vitro and in vivo4,5.
Sources
  1. https://en.wikipedia.org/wiki/Inosine_pranobex
  2. Waldman, R. H., and R. Ganguly. "Therapeutic efficacy of inosiplex (Isoprinosine) in rhinovirus infection. " Annals of the New York Academy of Sciences 284.1(1977):153–160.
  3. https://www.ncbi.nlm.nih.gov/pubmed/2446760
  4. https://www.ncbi.nlm.nih.gov/pubmed/83189
  5. https://www.drugbank.ca/drugs/DB13156
Chemical PropertiesWhite Solid
UsesIsoprinosine is a new combination of active substances for the treatment of chronic systemic diseases such as cancer. Isoprinosine is an immunomodulator; antiviral. The ratio is between 1: 2 : 2 to 1 : 3 : 3
Biological Activityisoprinosine is a complex of acetaminobenzoic acid, dimethylaminoisopropanol, and inosine in a 3:3:1 ratio with immunomodulatory effects.immunotherapy is the treatment of disease by inducing, enhancing, or suppressing an immune response. immunomodulatory regimens usually have fewer side effects than existing drugs, such as less potential for creating resistance when treating microbial disease.
Clinical UseTreatment of mucocutaneous herpes simplex, genital warts, subacute sclerosing panencephalitis
in vitroprevious study found that increasing concentrations of isoprinosine (50-400 μg/ml) could produce progressively growing inhibitory effect on hhv-1 replication. the combination of 1000 iu/ml ifn-α and isoprinosine could result in enhanced anti-hhv activity [1].
in vivoprevious study demonstrated the positive effect of isoprinosine treatment on persistent infection of balb/c mice with murine gammaherpesvirus 68. increased number of leukocytes, increased percentage of neutrophils, elevated levels of virus-neutralizing antibodies, reduced number of atypical lymphocytes and reduced virus titers were detected in the examined organs after a 14-day treatment. the positive effect of isoprinosine therapy vanished after 120-150 days [2].
MetabolismHepatically metabolised. The major excretion product of the inosine moiety is uric acid, while the p-acetamidobenzoic acid and N,N-dimethylamino- 2-propanol components are excreted in the urine as glucuronidated and oxidised products, respectively, as well as being excreted unchanged
references[1] majewska a, lasek w, janyst m, mynarczyk g. in vitro infibition of hhv-1 replication by inosine pranobex and interferon-α. acta pol pharm. 2016 may-jun;73(3):637-44.
[2] janíková o, anicová l, briestenská k, mistríková j. the effect of isoprinosine treatment on persistent infection of balb/c mice infected with murine gammaherpesvirus 68. acta virol. 2017;61(1):32-38. doi: 10.4149/av_2017_01_32.
[3] beran j, alapová e, pajdel m; isoprinosine study (ewo iso-2014/1) team. inosine pranobex is safe and effective for the treatment of subjects with confirmed acute respiratory viral infections: analysis and subgroup analysis from a phase 4, randomised, placebo-controlled, double-blind study. bmc infect dis. 2016 nov 7;16(1):648.
ISOPRINOSINE Preparation Products And Raw materials
Ribavirin Ethopabate IPTG Shikimic acid Polyinosinic acid-polycytidylic acid Aluminium isopropoxide 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Acyclovir Sodium propan-2-olate ISOPRINOSINE 1-Dimethylamino-2-propanol Inosine

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