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31077-38-0 | 5'-Adenylic acid, dilithium salt (8CI,9CI)
CAS No: 31077-38-0 Catalog No: AG00321P MDL No:
Product Description
Catalog Number:
AG00321P
Chemical Name:
5'-Adenylic acid, dilithium salt (8CI,9CI)
CAS Number:
31077-38-0
Molecular Formula:
C10H12Li2N5O7P
Molecular Weight:
359.0873
IUPAC Name:
[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
InChI:
InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)
InChI Key:
UDMBCSSLTHHNCD-UHFFFAOYSA-N
SMILES:
O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1ncnc2N)COP(=O)([O-])[O-].[Li+].[Li+]
Properties
Complexity:
481
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
347.063g/mol
Formal Charge:
0
Heavy Atom Count:
23
Hydrogen Bond Acceptor Count:
11
Hydrogen Bond Donor Count:
5
Isotope Atom Count:
0
Molecular Weight:
347.224g/mol
Monoisotopic Mass:
347.063g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
186A^2
Undefined Atom Stereocenter Count:
4
Undefined Bond Stereocenter Count:
0
XLogP3:
-3.5
Literature
| Title | Journal |
|---|---|
| In vivo antitumor activity of intratumoral fludarabine phosphate in refractory tumors expressing E. coli purine nucleoside phosphorylase. | Cancer chemotherapy and pharmacology 20120801 |
| A pilot pharmacologic biomarker study of busulfan and fludarabine in hematopoietic cell transplant recipients. | Cancer chemotherapy and pharmacology 20120101 |
| Phase I trial of 7-hydroxystaurosporine and fludararbine phosphate: in vivo evidence of 7-hydroxystaurosporine induced apoptosis in chronic lymphocytic leukemia. | Leukemia & lymphoma 20111201 |
| Reduced-intensity allogeneic transplantation provides high event-free and overall survival in patients with advanced indolent B cell malignancies: CALGB 109901. | Biology of blood and marrow transplantation : journal of the American Society for Blood and Marrow Transplantation 20110901 |
| Effect of expression of adenine phosphoribosyltransferase on the in vivo anti-tumor activity of prodrugs activated by E. coli purine nucleoside phosphorylase. | Cancer gene therapy 20110601 |
| High fludarabine exposure and relationship with treatment-related mortality after nonmyeloablative hematopoietic cell transplantation. | Bone marrow transplantation 20110101 |
| Enhanced efficiency of prodrug activation therapy by tumor-selective replicating retrovirus vectors armed with the Escherichia coli purine nucleoside phosphorylase gene. | Cancer gene therapy 20100901 |
| Lactosaminated human albumin, a hepatotropic carrier of drugs. | European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20100711 |
| Cytotoxic activity of 2-Fluoro-ara-AMP and 2-Fluoro-ara-AMP-loaded erythrocytes against human breast carcinoma cell lines. | International journal of oncology 20100701 |
| Pharmacokinetics, bioavailability and effects on electrocardiographic parameters of oral fludarabine phosphate. | Biopharmaceutics & drug disposition 20100101 |
| Successful treatment of cutaneous intravascular large B-cell lymphoma with fludarabine phosphate. | European journal of dermatology : EJD 20100101 |
| Critical review of the determination process by the Japanese reviewing authority in approving the additional efficacy of fludarabine phosphate. | Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20091201 |
| A limited sampling schedule to estimate individual pharmacokinetic parameters of fludarabine in hematopoietic cell transplant patients. | Clinical cancer research : an official journal of the American Association for Cancer Research 20090815 |
| [Successful treatment of T-cell prolymphocytic leukemia (T-PLL) with fludarabine monophosphate]. | [Rinsho ketsueki] The Japanese journal of clinical hematology 20090801 |
| Genzyme takes Campath bet. | Nature biotechnology 20090601 |
| Bone marrow CFU-GM and human tumor xenograft efficacy of three antitumor nucleoside analogs. | International journal of oncology 20090501 |
| Fludarabine-melphalan conditioning for AML and MDS: alemtuzumab reduces acute and chronic GVHD without affecting long-term outcomes. | Biology of blood and marrow transplantation : journal of the American Society for Blood and Marrow Transplantation 20090501 |
| [Cost-reduction analysis for oral versus intravenous fludarabine (Beneflur) in Spain]. | Farmacia hospitalaria : organo oficial de expresion cientifica de la Sociedad Espanola de Farmacia Hospitalaria 20090101 |
| High efficacy with five days schedule of oral fludarabine phosphate and cyclophosphamide in patients with previously untreated chronic lymphocytic leukaemia. | British journal of haematology 20081001 |
| The combined effect of fludarabine monophosphate and radiation as well as gemcitabine and radiation on squamous carcinoma tumor cell lines in vitro. | International journal of radiation biology 20080801 |
| Collision induced dissociation studies of alkali metal adducts of tetracyclines and antiviral agents by electrospray ionization, hydrogen/deuterium exchange and multiple stage mass spectrometry. | European journal of mass spectrometry (Chichester, England) 20080101 |
| Multifocal extranodal mucosa-associated lymphoid tissue lymphoma affecting the larynx. | The Annals of otology, rhinology, and laryngology 20070401 |
| Delivery of replication-competent retrovirus expressing Escherichia coli purine nucleoside phosphorylase increases the metabolism of the prodrug, fludarabine phosphate and suppresses the growth of bladder tumor xenografts. | Cancer gene therapy 20070301 |
| Simultaneous sustained release of fludarabine monophosphate and Gd-DTPA from an interstitial liposome depot in rats: potential for indirect monitoring of drug release by magnetic resonance imaging. | Cancer chemotherapy and pharmacology 20061101 |
| Subcutaneous Taenia crassiceps infection in a patient with non-Hodgkin's lymphoma. | The American journal of tropical medicine and hygiene 20060701 |
| Phase III intergroup study of fludarabine phosphate compared with cyclophosphamide, vincristine, and prednisone chemotherapy in newly diagnosed patients with stage III and IV low-grade malignant Non-Hodgkin's lymphoma. | Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20060401 |
| High incidence of myelodysplasia and secondary leukaemia in the UK Medical Research Council Pilot of autografting in chronic lymphocytic leukaemia. | British journal of haematology 20060401 |
| Fludarabine phosphate and melphalan: a reduced intensity conditioning regimen suitable for allogeneic transplantation that maintains the graft versus malignancy effect. | Bone marrow transplantation 20060301 |
| F-ara-AMP is a substrate of cytoplasmic 5'-nucleotidase II (cN-II): HPLC and NMR studies of enzymatic dephosphorylation. | Nucleosides, nucleotides & nucleic acids 20060301 |
| Phase I and pharmacokinetic study of oral fludarabine phosphate in relapsed indolent B-cell non-Hodgkin's lymphoma. | Annals of oncology : official journal of the European Society for Medical Oncology 20060201 |
| Phase II study of oral fludarabine phosphate in relapsed indolent B-Cell non-Hodgkin's lymphoma. | Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20060101 |
| Contrast-enhanced MR imaging in the indirect monitoring of drug release from an interstitial depot. | International journal of clinical pharmacology and therapeutics 20051201 |
| Fludarabine phosphate-CVP in patients over 60 years of age with advanced, low-grade and follicular lymphoma: a dose-finding study. | European journal of cancer (Oxford, England : 1990) 20051101 |
| Pulmonary non-caseating granuloma in Waldenström macroglobulinemia. | The Tokai journal of experimental and clinical medicine 20050701 |
| Chronic lymphocytic leukemia cells display p53-dependent drug-induced Puma upregulation. | Leukemia 20050301 |
| Innovations in antineoplastic therapy. | The Nursing clinics of North America 20050301 |
| Fludarabine phosphate may be useful in the treatment of graft-versus-host disease. | Medical hypotheses 20050101 |
| In B-CLL, the codon 72 polymorphic variants of p53 are not related to drug resistance and disease prognosis. | BMC cancer 20050101 |
| Purine nucleoside phosphorylase and fludarabine phosphate gene-directed enzyme prodrug therapy suppresses primary tumour growth and pseudo-metastases in a mouse model of prostate cancer. | The journal of gene medicine 20041201 |
| Preclinical evaluation of a prostate-targeted gene-directed enzyme prodrug therapy delivered by ovine atadenovirus. | Gene therapy 20041101 |
| Excellent in vivo bystander activity of fludarabine phosphate against human glioma xenografts that express the escherichia coli purine nucleoside phosphorylase gene. | Cancer research 20040915 |
| Efficacy and safety of oral fludarabine phosphate in previously untreated patients with chronic lymphocytic leukemia. | Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20040401 |
| The histone deacetylase inhibitor MS-275 interacts synergistically with fludarabine to induce apoptosis in human leukemia cells. | Cancer research 20040401 |
| Treatment of advanced mycosis fungoides/Sézary syndrome with fludarabine and potential adjunctive benefit to subsequent extracorporeal photochemotherapy. | The British journal of dermatology 20040201 |
| Successful treatment of mu-heavy chain disease with fludarabine monophosphate: a case report. | International journal of hematology 20040201 |
| Gene-directed enzyme prodrug therapy for prostate cancer in a mouse model that imitates the development of human disease. | The journal of gene medicine 20040101 |
| Collisionally-induced dissociation of purine antiviral agents: mechanisms of ion formation using gas phase hydrogen/deuterium exchange and electrospray ionization tandem mass spectrometry. | European journal of mass spectrometry (Chichester, England) 20040101 |
| Successful allogeneic leg transplantation in rats in conjunction with intra-bone marrow injection of donor bone marrow cells. | Transplantation 20031215 |
| Determination of drug synergism between the tyrosine kinase inhibitors NSC 680410 (adaphostin) and/or STI571 (imatinib mesylate, Gleevec) with cytotoxic drugs against human leukemia cell lines. | Cancer chemotherapy and pharmacology 20031001 |
| [Advances of combined treatment for chronic hepatitis B with lamivudine]. | Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine 20030701 |
| A substantial level of donor hematopoietic chimerism is required to protect donor-specific islet grafts in diabetic NOD mice. | Transplantation 20030415 |
| Leg ulcers associated with cryoglobulinemia: clinical study of 15 patients and response to treatment. | Archives of dermatology 20030301 |
| Traditional treatment approaches in B-cell non-Hodgkin's lymphoma. | Leukemia & lymphoma 20030101 |
| Corticosteroid responsive fludarabine pulmonary toxicity. | American journal of clinical oncology 20020801 |
| Phase II study of fludarabine combined with interferon-alpha-2a followed by maintenance therapy with interferon-alpha-2a in patients with low-grade non-hodgkin's lymphoma. | American journal of clinical oncology 20020801 |
| [Ara-Amp and thymus peptide with lamivudine for the treatment of chronic hepatitis B]. | Zhonghua gan zang bing za zhi = Zhonghua ganzangbing zazhi = Chinese journal of hepatology 20020801 |
| Inducing tolerance to MHC-matched allogeneic islet grafts in diabetic NOD mice by simultaneous islet and bone marrow transplantation under nonirradiative and nonmyeloablative conditioning therapy. | Transplantation 20020715 |
| Gene therapy for prostate cancer delivered by ovine adenovirus and mediated by purine nucleoside phosphorylase and fludarabine in mouse models. | Gene therapy 20020601 |
| [In vitro evaluation on the effects of combined lamivudine (3TC) and Ara-AMP against hepatitis B virus]. | Zhonghua shi yan he lin chuang bing du xue za zhi = Zhonghua shiyan he linchuang bingduxue zazhi = Chinese journal of experimental and clinical virology 20020301 |
| Cellular and clinical pharmacology of fludarabine. | Clinical pharmacokinetics 20020101 |
| Ab initio Hartree-Fock/6-31G** calculation on 9-beta-D-arabinofuranosyladenine-5'-monophosphate molecule: application to the analysis of its IR and Raman spectra. | Biopolymers 20020101 |
| The pharmacokinetics and pharmacodynamics of fludarabine phosphate in patients with renal impairment: a prospective dose adjustment study. | Cancer investigation 20020101 |
| Activity of oral fludarabine phosphate in previously treated chronic lymphocytic leukemia. | Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20011115 |
| Randomized comparison of fludarabine, CAP, and ChOP in 938 previously untreated stage B and C chronic lymphocytic leukemia patients. | Blood 20011015 |
| Infectious complications of purine analog therapy. | Current opinion in infectious diseases 20010801 |
| Efficacy and safety of lactosaminated human serum albumin-adenine arabinoside monophosphate in chronic hepatitis B patients non-responders to interferon therapy: a randomised clinical trial. | Journal of hepatology 20010301 |
| The bioavailability of oral fludarabine phosphate is unaffected by food. | The hematology journal : the official journal of the European Haematology Association 20010101 |
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