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58-63-9

58-63-9 structure
58-63-9 structure
  • Name: Inosine
  • Chemical Name: inosine
  • CAS Number: 58-63-9
  • Molecular Formula: C10H12N4O5
  • Molecular Weight: 268.226
  • Catalog: Biochemical Nucleic acid drug
  • Create Date: 2018-02-06 08:00:00
  • Modify Date: 2026-07-01 04:06:33
  • Inosine, an endogenous purine nucleoside, has immunomodulatory, neuroprotective, and analgesic properties. In vitro: Inosine has been shown to stimulate axonal growth in cell culture and promote corticospinal tract axons to sprout collateral branches after stroke, spinal cord injury and TBI in rodent models.[1] Inosine dose-dependently stimulates cAMP production mediated through the A2AR. Inosine dose-dependently induces A2AR-mediated ERK1/2 phosphorylation.[2] In vivo: The reference for Inosine is 1 or 10 mg/kg, i.p. Preventive treatment with inosine inhibits the development and progression of EAE in C57Bl/6 mice. neuroinflammation and demyelinating processes are blocked by inosine treatment. Additionally, inosine consistently inhibits IL-17 levels in peripheral lymphoid tissue, as well as IL-4 levels and A2AR up-regulation in the spinal cord, likely, through an ERK1-independent pathway. [3] inosine acting through adenosine receptors (ARs) exerts a wide range of anti-inflammatory and immunomodulatory effects in vivo. [2]
Name inosine
Synonyms 6-Oxopurine riboside
Inosine AJI92
InosineForBiochemistry
InChI=1/C10H12N4O5/c-710-8-18/h,1
EINECS 200-390-4
9-β-δ-Ribofuranosylhypoxanthine
1,9-dihydro-9-b-D-ribofuranosyl-6H-Purin-6-one
9-β-D-ribofuranosyl-Hypoxanthine
Inosie
9-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxyméthyl)tétrahydro-2-furanyl]-1,9-dihydro-6H-purin-6-one
hypoxanthine
Oxiamin
Ribonosine
INOSINE
9-b-D-Ribofuranosylhypoxanthine
Atorel
Hypoxanthine, 9-beta-D-ribofuranosyl
beta-D-Ribofuranoside, hypoxanthine-9
HYPOXANTHINE 9-D-RIBOFURANOSIDE
Inosine in stock GMP Factory
MFCD00066770
6-HYDROXYPURINE RIBOSIDE
Trophicdyl
hypoxanthinenucleoside
HYPOXANTHINE RIBONUCLEOSIDE
Didanosine Impurity Ⅱ:Inosine
6-oxy-purine riboside
Adenosine Impurity G ((inosine)
Hypoxanthine D-riboside
INOSINE, CRYSTALLIZED
(2R,3R,4S,5R)-2-(6-hydroxy-9H-purin-9-yl)-5-(hydroxyMethyl)tetrahydrofuran-3,4-diol
9-β-D-ribofuranosyl-1,9-dihydro-6H-purin-6-one
Panholic-L
B-INOSINE
132-9
9-b-D-ribofuranosyl-Hypoxanthine
HYPOXANTHOSINE
9-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-1,9-dihydro-6H-purin-6-one
T56 BN DN FN HNJ IQ D- BT5OTJ CQ DQ E1Q &&β-D-Ribo Form
Inosine (8CI,9CI)
D-Inosine
9-B-D-RIBOFURANOSYLHYPOXANTHINE
9-BETA-D-RIBOFURANOSYLHYPOXANTHINE
HXR
RIBOXINE
Adenosine Impurity 7（Adenosine Impurity G）（Inosine）
nosine
[1',2',3',4',5'-13C5]inosine
9-[3,4-DIHYDROXY-5-(HYDROXYMETHYL)OXOLAN-2-YL]-3H-PURIN-6-ONE
hypoxanthine-9-á-d-ribofuranoside
Ino
9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-3H-purin-6-one
beta-Inosine
ZINC05127790
9-β-D-Ribofuranosylhypoxanthine
SMR000058316
INO 495
9-BETA-RIBOFURANOSYLHYPOXANTHINE
Inosine,FreeBase
HYPOXANTHINE-9-BETA-D-RIBOFURANOSIDE
9-((2R,3R,4S,5R)-3,4-DIHYDROXY-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-2-YL)-1,9-DIHYDRO-PURIN-6-ONE
4-5
hypoxanthined-riboside
C00294
Didanosine Impurity 2（Didanosine Impurity B）
9-[(2S,5S)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,9-dihydro-6H-purin-6-one
9β-D-Ribofuranosylhypoxanthine
HYPOXANTHINE RIBOSIDE
9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methylol-tetrahydrofuran-2-yl]-3H-purin-6-one
Pantholic-L
INOSINE SIGMAULTRA
28-3
9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-2-tetrahydrofuranyl]-3H-purin-6-one
Selfer
Description Inosine, an endogenous purine nucleoside, has immunomodulatory, neuroprotective, and analgesic properties. In vitro: Inosine has been shown to stimulate axonal growth in cell culture and promote corticospinal tract axons to sprout collateral branches after stroke, spinal cord injury and TBI in rodent models.[1] Inosine dose-dependently stimulates cAMP production mediated through the A2AR. Inosine dose-dependently induces A2AR-mediated ERK1/2 phosphorylation.[2] In vivo: The reference for Inosine is 1 or 10 mg/kg, i.p. Preventive treatment with inosine inhibits the development and progression of EAE in C57Bl/6 mice. neuroinflammation and demyelinating processes are blocked by inosine treatment. Additionally, inosine consistently inhibits IL-17 levels in peripheral lymphoid tissue, as well as IL-4 levels and A2AR up-regulation in the spinal cord, likely, through an ERK1-independent pathway. [3] inosine acting through adenosine receptors (ARs) exerts a wide range of anti-inflammatory and immunomodulatory effects in vivo. [2]
Related Catalog
Target

Human Endogenous Metabolite

References

[1]. Moore TL et al. Inosine enhances recovery of grasp following cortical injury to the primary motor cortex of the rhesus monkey. Restor Neurol Neurosci. 2016 Aug 1.

[2]. Welihinda AA et al. The adenosine metabolite inosine is a functional agonist of the adenosine A2A receptor with a unique signaling bias. Cell Signal. 2016 Jun;28(6):552-60.

[3]. Junqueira SC et al. Inosine, an Endogenous Purine Nucleoside, Suppresses Immune Responses and Protects Mice from Experimental Autoimmune Encephalomyelitis: a Role for A2A Adenosine Receptor. Mol Neurobiol. 2016 Apr 30.
Density 2.1±0.1 g/cm3
Boiling Point 670.5±65.0 °C at 760 mmHg
Melting Point 222-226 °C (dec.)(lit.)
Molecular Formula C10H12N4O5
Molecular Weight 268.226
Flash Point 359.3±34.3 °C
Exact Mass 268.080780
PSA 133.49000
LogP -1.91
Vapour Pressure 0.0±2.2 mmHg at 25°C
Index of Refraction 1.879
Water Solubility 2.1 g/100 mL (20 ºC)

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NM7460000
CHEMICAL NAME :
Inosine
CAS REGISTRY NUMBER :
58-63-9
LAST UPDATED :
199806
DATA ITEMS CITED :
11
MOLECULAR FORMULA :
C10-H12-N4-O5
MOLECULAR WEIGHT :
268.26
WISWESSER LINE NOTATION :
T56 BN DN FN HNJ IQ D- BT5OTJ CQ DQ E1Q

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>10 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2900 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>20 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3175 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>2800 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
558 gm/kg/93D-C
TOXIC EFFECTS :
Endocrine - changes in thymus weight Blood - normocytic anemia Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol)

MUTATION DATA

TYPE OF TEST :
DNA damage
TEST SYSTEM :
Mammal - species unspecified Lymphocyte
DOSE/DURATION :
60 mmol/L
REFERENCE :
PNASA6 Proceedings of the National Academy of Sciences of the United States of America. (National Academy of Sciences, Printing & Pub. Office, 2101 Constitution Ave., Washington, DC 20418) V.1- 1915- Volume(issue)/page/year: 48,686,1962 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X4726 No. of Facilities: 121 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 1253 (estimated) No. of Female Employees: 904 (estimated)
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Risk Phrases R36/37/38
Safety Phrases S24/25
RIDADR NONH for all modes of transport
WGK Germany 2
RTECS NM7460000
HS Code 2934999090
HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%
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