CAS 58-61-7|Adenosine
| Common Name | Adenosine | ||
|---|---|---|---|
| CAS Number | 58-61-7 | Molecular Weight | 267.241 |
| Density | 2.1±0.1 g/cm3 | Boiling Point | 676.3±65.0 °C at 760 mmHg |
| Molecular Formula | C10H13N5O4 | Melting Point | 234-236ºC |
| MSDS | ChineseUSA | Flash Point | 362.8±34.3 °C |
Names
| Name | adenosine |
|---|---|
| Synonym | More Synonyms |
Adenosine BiologicalActivity
| Description | Adenosine is a nucleoside composed of a molecule of adenine attached to a ribose sugar molecule (ribofuranose) moiety via a β-N9-glycosidic bond.Target: Nucleoside antimetabolite/analogAdenosine plays an important role in biochemical processes, such as energy transfer — as adenosine triphosphate (ATP) and adenosine diphosphate (ADP) — as well as in signal transduction as cyclic adenosine monophosphate, cAMP. It is also an inhibitory neurotransmitter, believed to play a role in promoting sleep and suppressing arousal. Adenosine also plays a role in regulation of blood flow to various organs through vasodilation.Adenosine is an endogenous purine nucleoside that modulates many physiological processes. Cellular signaling by adenosine occurs through four known adenosine receptor subtypes. Extracellular adenosine concentrations from normal cells are approximately 300 nM; however, in response to cellular damage (e.g. in inflammatory or ischemic tissue), these concentrations are quickly elevated (600–1,200 nM). Thus, in regard to stress or injury, the function of adenosine is primarily that of cytoprotection preventing tissue damage during instances of hypoxia, ischemia, and seizure activity. Activation of A2A receptors produces a constellation of responses that in general can be classified as anti-inflammatory. |
|---|---|
| Related Catalog | Signaling Pathways >>Autophagy >>AutophagySignaling Pathways >>Cell Cycle/DNA Damage >>Nucleoside Antimetabolite/AnalogResearch Areas >>Metabolic DiseaseNatural Products >>Saccharides and Glycosides |
| Target | Human Endogenous Metabolite |
| References | [1]. Sato A, et al. Mechanism of vasodilation to adenosine in coronary arterioles from patients with heart disease. Am J Physiol Heart Circ Physiol. 2005 Apr;288(4):H1633-40. [2]. Costa F, et al. Role of nitric oxide in adenosine-induced vasodilation in humans. Hypertension. 1998 May;31(5):1061-4. |
Chemical & Physical Properties
| Density | 2.1±0.1 g/cm3 |
|---|---|
| Boiling Point | 676.3±65.0 °C at 760 mmHg |
| Melting Point | 234-236ºC |
| Molecular Formula | C10H13N5O4 |
| Molecular Weight | 267.241 |
| Flash Point | 362.8±34.3 °C |
| Exact Mass | 267.096741 |
| PSA | 139.54000 |
| LogP | -1.02 |
| Vapour Pressure | 0.0±2.2 mmHg at 25°C |
| Index of Refraction | 1.907 |
| InChIKey | OIRDTQYFTABQOQ-KQYNXXCUSA-N |
| SMILES | Nc1ncnc2c1ncn2C1OC(CO)C(O)C1O |
| Stability | Stable. Incompatible with strong oxidizing agents. |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Human - woman
- DOSE/DURATION :
- 240 ug/kg
- TOXIC EFFECTS :
- Cardiac - arrhythmias (including changes in conduction)
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 143 ug/kg/I
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - headache
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 50 ug/kg/1M-I
- TOXIC EFFECTS :
- Lungs, Thorax, or Respiration - bronchiolar constriction
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Human - woman
- DOSE/DURATION :
- 360 ug/kg/1H-I
- TOXIC EFFECTS :
- Cardiac - pulse rate increase, without fall in BP Cardiac - change in rate
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 257 ug/kg
- TOXIC EFFECTS :
- Cardiac - pulse rate increase, without fall in BP Lungs, Thorax, or Respiration - cyanosis
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 171 ug/kg
- TOXIC EFFECTS :
- Behavioral - convulsions or effect on seizure threshold Behavioral - coma Cardiac - pulse rate
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 257 ug/kg/1D-I
- TOXIC EFFECTS :
- Cardiac - arrhythmias (including changes in conduction) Cardiac - change in rate Vascular - BP lowering not characterized in autonomic section
- 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 :
- 500 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- Cytogenetic analysis
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 *** REVIEWS *** TOXICOLOGY REVIEW ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 7,24,1957 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3937 No. of Facilities: 77 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 556 (estimated) No. of Female Employees: 387 (estimated)
- 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 *** REVIEWS *** TOXICOLOGY REVIEW ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 7,24,1957 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3937 No. of Facilities: 77 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 556 (estimated) No. of Female Employees: 387 (estimated)
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | Xn |
| Safety Phrases | S24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 2 |
| RTECS | AU7175000 |
| HS Code | 2934999090 |
Customs
| HS Code | 2934999090 |
|---|---|
| Summary | 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
Articles551
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Synonyms
| (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol |
| Adenosin |
| β-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy- |
| 9β-D-ribofuranosyl-9H-Purin-6-amine |
| Adesine |
| 1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-Ribofuranose |
| 6-Amino-9-b-D-ribofuranosyl-9H-purine |
| Adenocor |
| Sandesin |
| (2R,3R,4S,5R)-2-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydro-3,4-furandiol |
| 9-β-δ-Ribofuranosidoadenine |
| (-)-adenosine |
| 9-β-δ-Ribofuranosyl-9H-purin-6-amine |
| (–)-adenosine |
| 9-b-D-Ribofuranosidoadenine |
| D-Adenosine |
| MFCD00005752 |
| Adenosine |
| Adenine-9-beta-D-ribofuranoside |
| Adrekar |
| 9-β-D-Ribofuranosyladenine |
| 9-beta-D-Ribofuranosyladenine |
| 9-b-D-Ribofuranosyl-9H-purin-6-amine |
| Boniton |
| Adenine riboside |
| Adenoscan |
| adenine-9β-D-Ribofuranoside |
| Adenocard |
| EINECS 200-389-9 |
| 9-β-D-Arabinofuranosyladenine |
| Myocol |
