ara-AMP
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ara-AMP
structure -
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CAS No:
29984-33-6
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Formula:
C10H14N5O7P
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Chemical Name:
ara-AMP
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Synonyms:
9H-Purin-6-amine,9-(5-O-phosphono-β-D-arabinofuranosyl)-;Adenine,9-β-D-arabinofuranosyl-,5′-(dihydrogen phosphate);9-(5-O-Phosphono-β-D-arabinofuranosyl)-9H-purin-6-amine;9-β-D-Arabinofuranosyladenine monophosphate;Adenine arabinonucleoside 5′-phosphate;5′-Arabinosyladenine monophosphate;D-Arabinosyladenine 5′-monophosphate;9-β-D-Arabinofuranosyladenine 5′-monophosphate;9-β-D-Arabinofuranosyladenine 5′-phosphate;9-β-D-Arabinofuranosyl AMP;Arabinosyladenine monophosphate;Adenine arabinoside monophosphate;Vidarabine monophosphate;Vidarabine-5′-monophosphate;ara-AMP;Adenine arabinoside 5′-monophosphate;Vidarabine phosphate;CI 808;NSC 127223
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CAS No:
Description
Crystalline
Vidarabine Phosphate is a phosphate salt form of vidarabine, a nucleoside analog with activity against herpes simplex virus and varicella zoster virus. Vidarabine is converted to a monophosphate by viral thymidine kinase and is further modified to a triphosphate form by host enzymes. Vidarabine triphosphate directly inhibits DNA polymerase and also acts as a chain terminator in DNA replication.|An adenosine monophosphate analog in which ribose is replaced by an arabinose moiety. It is the monophosphate ester of VIDARABINE with antiviral and possibly antineoplastic properties.
Characteristics
195.88000
-0.22
White to Off-white Powder
2.3±0.1 g/cm3
213 °C
798.5±70.0 °C at 760 mmHg
436.7±35.7 °C
1.905
soluble in water at 4mg/ml
Store at 0°C
Abdominal-rat LD50: 1700 mg/kg; Abdominal-mouse LD50: 1200 mg/kg
The warehouse is ventilated and dried at low temperature; stored dry powder, foam, sand, carbon dioxide, and spray water separately from food raw materials; combustible; burning produces toxic nitrogen oxides and phosphorus oxide fumes
Safety Information
II
6.1(a)
2811
20/22-40-23/24/25-36/37/38
37/39-24/25-45-36/37/39-22-36-26
AU6204000
Xn,T,Xi
Warehouse ventilated, low temperature and dry
Drug Information
Drugs that are chemically similar to naturally occurring metabolites, but differ enough to interfere with normal metabolic pathways. (From AMA Drug Evaluations Annual, 1994, p2033) (See all compounds classified as Antimetabolites.)|Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)
9-(5-O-Phosphono-beta-D-arabinofuranosyl)-9H-purin-6-amine
Computed Properties
Molecular Weight:347.22
XLogP3:-3.5
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:4
Exact Mass:347.06308480
Monoisotopic Mass:347.06308480
Topological Polar Surface Area:186
Heavy Atom Count:23
Complexity:481
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
This product is an anti-deoxyribonucleic acid (DNA) virus drug. Its pharmacological action is to bind to the viral deoxyribonucleic acid polymerase, reduce its activity and inhibit DNA synthesis. After entering the cell, adenosine monophosphate is phosphorylated to generate adenosine diphosphate (Ara-ADP) and adenosine triphosphate (Ara-ATP). The antiviral activity is mainly caused by adenosine triphosphate (Ara-ATP). Ara-ATP and deoxyadenosine triphosphate (dATP) compete to bind to viral DNAP, thereby inhibiting the activity of the enzyme and the synthesis of viral DNA. At the same time, it inhibits the activity of viral nucleotide reductase and inhibits the synthesis of viral DNA. It can also inhibit the activity of viral DNA terminal deoxynucleotidyl transferase, so that Ara-A penetrates into the viral DNA and connects to the end of the DNA chain 3prime;-OH position, inhibiting the continued synthesis of viral DNA.
Registered Holders
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Hainan Huluwa Pharmaceutical Group Co., Ltd.
Active
China
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China Resources Double-Crane Pharmaceutical Co., Ltd.
Active
China
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Waterstone Pharmaceuticals (HuBei) Co., Ltd.
Active
China
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