Home Amines 146464-95-1
146464-95-1,MFCD00920897
Catalog No.:AA001DZQ

146464-95-1 | L-Glutamic acid, N-[4-[1-[(2,4-diamino-6-pteridinyl)methyl]-3-butyn-1-yl]benzoyl]-

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5mg
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25mg
95%
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$249.00   $174.00
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50mg
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$320.00   $224.00
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100mg
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250mg
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1g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA001DZQ
Chemical Name:
L-Glutamic acid, N-[4-[1-[(2,4-diamino-6-pteridinyl)methyl]-3-butyn-1-yl]benzoyl]-
CAS Number:
146464-95-1
Molecular Formula:
C23H23N7O5
Molecular Weight:
477.4726
MDL Number:
MFCD00920897
SMILES:
C#CCC(c1ccc(cc1)C(=O)N[C@H](C(=O)O)CCC(=O)O)Cc1cnc2c(n1)c(N)nc(n2)N
NSC Number:
754230
Properties
Computed Properties
 
Complexity:
809  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
35  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
10  
Undefined Atom Stereocenter Count:
1  
XLogP3:
-0.9  

Downstream Synthesis Route

[1]DeGraw;Colwell;Piper;Sirotnak[JournalofMedicinalChemistry,1993,vol.36,#15,p.2228-2231]

[2]CurrentPatentAssignee:CANAVESI;GALLUZZO;TEVAPHARMACEUTICALINDUSTRIESLTD.;TISENI;BILJAN-WO2013/96800,2013,A1

[3]CurrentPatentAssignee:HETERODRUGSLIMITED-WO2014/68599,2014,A2Locationinpatent:Page/Pagecolumn8

52787-14-1   
pralatrexate 

[1]JournalofMedicinalChemistry,1993,vol.36,p.2228-2231

[2]Patent:US2011/190305,2011,A1

[3]Patent:WO2013/177713,2013,A1

[4]Patent:WO2014/16740,2014,A2

[5]Patent:WO2014/16740,2014,A2

[6]Patent:WO2014/68599,2014,A2

[7]Patent:US2015/183789,2015,A1

[8]Patent:US2015/183789,2015,A1

[1]CurrentPatentAssignee:LUNANPHARMACEUTICALGROUPCOLTD-CN108069970,2018,ALocationinpatent:Paragraph0028-0045

[2]CurrentPatentAssignee:EUROFINSSCIENTIFICSA-WO2013/177713,2013,A1Locationinpatent:Paragraph0077

[3]CurrentPatentAssignee:MEMORIALSLOAN-KETTERINGCANCERCENTER-US2005/267117,2005,A1Locationinpatent:Page/Pagecolumn3;4;Sheet2

[4]CurrentPatentAssignee:SPECTRUMPHARMACEUTICALSINC-US2011/190305,2011,A1Locationinpatent:Page/Pagecolumn7

[5]CurrentPatentAssignee:FRESENIUSSE&CO.KGAA-WO2014/20553,2014,A1Locationinpatent:Page/Pagecolumn9-10

[6]CurrentPatentAssignee:FRESENIUSSE&CO.KGAA-WO2014/16740,2014,A2Locationinpatent:Page/Pagecolumn25;26

[7]CurrentPatentAssignee:FRESENIUSSE&CO.KGAA-US2015/183789,2015,A1Locationinpatent:Paragraph0173;0174;0175;0176;0177;0178;0179;0180

CASUnavailable 
  146464-95-1 

[1]CurrentPatentAssignee:CANAVESI;GALLUZZO;TEVAPHARMACEUTICALINDUSTRIESLTD.;TISENI;BILJAN-WO2013/96800,2013,A1Locationinpatent:Paragraph00112

[1]CurrentPatentAssignee:AVRALABPRIVATE-WO2013/164856,2013,A1Locationinpatent:Page/Pagecolumn22

Literature

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Title: Pralatrexate : evaluation of clinical efficacy and toxicity in T-cell lymphoma.

Journal: Expert opinion on pharmacotherapy 20130301

Title: Lack of expression of MTAP in uncommon T-cell lymphomas.

Journal: Clinical lymphoma, myeloma & leukemia 20121001

Title: Pralatrexate is an effective treatment for relapsed or refractory transformed mycosis fungoides: a subgroup efficacy analysis from the PROPEL study.

Journal: Clinical lymphoma, myeloma & leukemia 20120801

Title: Antifolates in cancer therapy: structure, activity and mechanisms of drug resistance.

Journal: Drug resistance updates : reviews and commentaries in antimicrobial and anticancer chemotherapy 20120801

Title: Cutaneous T-cell lymphoma's confounding nature.

Journal: Journal of the National Cancer Institute 20120606

Title: Pralatrexate: a novel synthetic antifolate for relapsed or refractory peripheral T-cell lymphoma and other potential uses.

Journal: Journal of oncology pharmacy practice : official publication of the International Society of Oncology Pharmacy Practitioners 20120601

Title: Randomized phase 2b study of pralatrexate versus erlotinib in patients with stage IIIB/IV non-small-cell lung cancer (NSCLC) after failure of prior platinum-based therapy.

Journal: Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer 20120601

Title: Identification of an active, well-tolerated dose of pralatrexate in patients with relapsed or refractory cutaneous T-cell lymphoma.

Journal: Blood 20120503

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Journal: Current opinion in oncology 20120501

Title: Hepatosplenic gamma-delta T-cell lymphoma in a female patient after delivery.

Journal: Hematology reports 20120102

Title: Management of cutaneous T cell lymphoma: new and emerging targets and treatment options.

Journal: Cancer management and research 20120101

Title: Pralatrexate (Folotyn).

Journal: Skinmed 20120101

Title: Safety and efficacy of pralatrexate in the management of relapsed or refractory peripheral T-cell lymphoma.

Journal: Clinical Medicine Insights. Oncology 20120101

Title: Efficacy and safety of the third-generation chloroethylnitrosourea fotemustine for the treatment of chemorefractory T-cell lymphomas.

Journal: European journal of haematology 20111201

Title: Pralatrexate with vitamin supplementation in patients with previously treated, advanced non-small cell lung cancer: safety and efficacy in a phase 1 trial.

Journal: Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer 20111101

Title: Peripheral T-cell lymphomas: diagnosis and treatment options. Proceedings from a live roundtable, August 17, 2011, Kauai, Hawaii.

Journal: Clinical advances in hematology & oncology : H&O 20111101

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Journal: Expert review of hematology 20111001

Title: Peripheral T-cell lymphoma--not otherwise specified.

Journal: Critical reviews in oncology/hematology 20110901

Title: Evaluation of the pharmacokinetics, preclinical and clinical efficacy of pralatrexate for the treatment of T-cell lymphoma.

Journal: Expert opinion on drug metabolism & toxicology 20110901

Title: Dihydrofolate reductase protects endothelial nitric oxide synthase from uncoupling in tetrahydrobiopterin deficiency.

Journal: Free radical biology & medicine 20110601

Title: Hematology: relapsed and refractory PTCL--into the therapeutic abyss.

Journal: Nature reviews. Clinical oncology 20110601

Title: Pralatrexate in patients with relapsed or refractory peripheral T-cell lymphoma: results from the pivotal PROPEL study.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20110320

Title: New drug therapies in peripheral T-cell lymphoma.

Journal: Expert review of anticancer therapy 20110301

Title: Therapeutic advances in cutaneous T-cell lymphoma.

Journal: Skin therapy letter 20110201

Title: Single agent and combination studies of pralatrexate and molecular correlates of sensitivity.

Journal: British journal of cancer 20110118

Title: Critical appraisal of pralatrexate in the management of difficult-to-treat peripheral T cell lymphoma.

Journal: Therapeutics and clinical risk management 20110101

Title: A Systematic Review and Meta-Analysis of Front-line Anthracycline-Based Chemotherapy Regimens for Peripheral T-Cell Lymphoma.

Journal: ISRN hematology 20110101

Title: An update on the management of peripheral T-cell lymphoma and emerging treatment options.

Journal: Journal of blood medicine 20110101

Title: Investigational approaches for mesothelioma.

Journal: Frontiers in oncology 20110101

Title: Targeting histone deacetyalses in the treatment of B- and T-cell malignancies.

Journal: Investigational new drugs 20101201

Title: The antifolates: evolution, new agents in the clinic, and how targeting delivery via specific membrane transporters is driving the development of a next generation of folate analogs.

Journal: Current opinion in investigational drugs (London, England : 2000) 20101201

Title: A case of blastic plasmacytoid dendritic cell neoplasm initially mimicking cutaneous lupus erythematosus.

Journal: Cancer research and treatment : official journal of Korean Cancer Association 20101201

Title: Folotyn (pralatrexate injection) for the treatment of patients with relapsed or refractory peripheral T-cell lymphoma: U.S. Food and Drug Administration drug approval summary.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20101015

Title: Pralatrexate is synergistic with the proteasome inhibitor bortezomib in in vitro and in vivo models of T-cell lymphoid malignancies.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20100715

Title: Pralatrexate (Folotyn) for peripheral T-cell lymphoma.

Journal: The Medical letter on drugs and therapeutics 20100712

Title: Pralatrexate: basic understanding and clinical development.

Journal: Expert opinion on pharmacotherapy 20100701

Title: Primary cutaneous and systemic anaplastic large cell lymphoma: clinicopathologic aspects and therapeutic options.

Journal: Oncology (Williston Park, N.Y.) 20100601

Title: New targets of therapy in T-cell lymphomas.

Journal: Current drug targets 20100401

Title: Novel agents in development for peripheral T-cell lymphoma.

Journal: Seminars in hematology 20100401

Title: Clinical trials for human T-cell lymphotropic virus type I-associated peripheral T-cell lymphoma in Japan.

Journal: Seminars in hematology 20100401

Title: Gateways to clinical trials.

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Journal: Journal of the National Cancer Institute 20100224

Title: Current and emerging treatment strategies for cutaneous T-cell lymphoma.

Journal: Drugs 20100212

Title: Pralatrexate - from bench to bedside.

Journal: Drugs of today (Barcelona, Spain : 1998) 20100201

Title: Response to hydralazine-valproate in a patient with mycosis fungoides.

Journal: Case reports in medicine 20100101

Title: An update in management of noncutaneous T-cell lymphomas.

Journal: Advances in hematology 20100101

Title: Peripheral T-cell lymphoma: review and updates of current management strategies.

Journal: Advances in hematology 20100101

Title: Cancer chemotherapy: targeting folic acid synthesis.

Journal: Cancer management and research 20100101

Title: FDA approves pralatrexate for treatment of rare lymphoma.

Journal: American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists 20091101

Title: Distinct mechanistic activity profile of pralatrexate in comparison to other antifolates in in vitro and in vivo models of human cancers.

Journal: Cancer chemotherapy and pharmacology 20091001

Title: Phase II-I-II study of two different doses and schedules of pralatrexate, a high-affinity substrate for the reduced folate carrier, in patients with relapsed or refractory lymphoma reveals marked activity in T-cell malignancies.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20090910

Title: A population pharmacokinetic and pharmacodynamic evaluation of pralatrexate in patients with relapsed or refractory non-Hodgkin's or Hodgkin's lymphoma.

Journal: Clinical pharmacology and therapeutics 20090801

Title: Novel therapies for peripheral T-cell non-Hodgkin's lymphomas.

Journal: Current opinion in hematology 20090701

Title: Importance of early splenectomy in patients with hepatosplenic T-cell lymphoma and severe thrombocytopenia.

Journal: Annals of surgical oncology 20090701

Title: Pralatrexate-induced tumor cell apoptosis in the epidermis of a patient with HTLV-1 adult T-cell lymphoma/leukemia causing skin erosions.

Journal: Blood 20090618

Title: T-cell lymphomas.

Journal: Clinical advances in hematology & oncology : H&O 20090601

Title: Pralatrexate, a new hope for aggressive T-cell lymphomas?

Journal: Clinical & translational oncology : official publication of the Federation of Spanish Oncology Societies and of the National Cancer Institute of Mexico 20090401

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20090301

Title: Optimizing chemotherapeutic strategies for peripheral T-cell lymphomas.

Journal: Clinical lymphoma & myeloma 20081201

Title: Novel therapies for cutaneous T-cell lymphomas.

Journal: Clinical lymphoma & myeloma 20081201

Title: Novel therapies in peripheral T-cell lymphomas.

Journal: Current oncology reports 20080901

Title: Pralatrexate, a dihydrofolate reductase inhibitor for the potential treatment of several malignancies.

Journal: IDrugs : the investigational drugs journal 20080701

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20080501

Title: CD4+ CD56+ hematodermic/plasmacytoid dendritic cell tumor with response to pralatrexate.

Journal: Journal of the American Academy of Dermatology 20080301

Title: Pralatrexate, a novel class of antifol with high affinity for the reduced folate carrier-type 1, produces marked complete and durable remissions in a diversity of chemotherapy refractory cases of T-cell lymphoma.

Journal: British journal of haematology 20071101

Title: Management of advanced-stage peripheral T-cell lymphomas.

Journal: Current hematologic malignancy reports 20071001

Title: A phase 1 study of pralatrexate in combination with paclitaxel or docetaxel in patients with advanced solid tumors.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20070501

Title: Phase II trial of pralatrexate (10-propargyl-10-deazaaminopterin, PDX) in patients with unresectable malignant pleural mesothelioma.

Journal: Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer 20070401

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20070401

Title: Pralatrexate: an emerging new agent with activity in T-cell lymphomas.

Journal: Current opinion in oncology 20061101

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20061101

Title: New drugs for the treatment of advanced-stage diffuse large cell lymphomas.

Journal: Seminars in hematology 20061001

Title: A phase I clinical pharmacologic study of pralatrexate in combination with probenecid in adults with advanced solid tumors.

Journal: Cancer chemotherapy and pharmacology 20060501

Title: The schedule-dependent effects of the novel antifolate pralatrexate and gemcitabine are superior to methotrexate and cytarabine in models of human non-Hodgkin's lymphoma.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20060201

Title: 10-propargyl-10-deazaaminopterin: an antifolate with activity in patients with previously treated non-small cell lung cancer.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20030601

Title: Activity of a novel anti-folate (PDX, 10-propargyl 10-deazaaminopterin) against human lymphoma is superior to methotrexate and correlates with tumor RFC-1 gene expression.

Journal: Leukemia & lymphoma 20030601

Title: Experimental therapeutics with a new 10-deazaaminopterin in human mesothelioma: further improving efficacy through structural design, pharmacologic modulation at the level of MRP ATPases, and combined therapy with platinums.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20011001

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Tags:146464-95-1 Molecular Formula|146464-95-1 MDL|146464-95-1 SMILES|146464-95-1 L-Glutamic acid, N-[4-[1-[(2,4-diamino-6-pteridinyl)methyl]-3-butyn-1-yl]benzoyl]-