Home Amines 283173-50-2
283173-50-2,MFCD11977252
Catalog No.:AA0037CS

283173-50-2 | 8-Fluoro-1,3,4,5-tetrahydro-2-[4-[(methylamino)methyl]phenyl]-6h-pyrrolo[4,3,2-ef][2]benzazepin-6-one

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1mg
98%
in stock  
$7.00   $5.00
- +
10mg
97%
in stock  
$9.00   $6.00
- +
25mg
98%
in stock  
$21.00   $15.00
- +
100mg
97%
in stock  
$39.00   $27.00
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250mg
97%
in stock  
$65.00   $45.00
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1g
98%
in stock  
$179.00   $125.00
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0037CS
Chemical Name:
8-Fluoro-1,3,4,5-tetrahydro-2-[4-[(methylamino)methyl]phenyl]-6h-pyrrolo[4,3,2-ef][2]benzazepin-6-one
CAS Number:
283173-50-2
Molecular Formula:
C19H18FN3O
Molecular Weight:
323.3641
MDL Number:
MFCD11977252
SMILES:
CNCc1ccc(cc1)c1[nH]c2c3c1CCNC(=O)c3cc(c2)F
Properties
Properties
 
BP:
625.2±55.0°C at 760 mmHg  
Form:
Solid  
MP:
187 - 189°C  
Storage:
Light sensitive;Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
466  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
3  
XLogP3:
2.5  

Upstream Synthesis Route

[1]Patent:US2006/63926,2006,A1,.Locationinpatent:Page/Pagecolumn6;11

[1]Patent:WO2018/140377,2018,A1,.Locationinpatent:Paragraph00325;00327

[1]ACSChemicalNeuroscience,2018,vol.9,#6,p.1259-1263

[1]OrganicProcessResearchandDevelopment,2012,vol.16,#12,p.1897-1904

[1]Patent:US6495541,2002,B1,

Downstream Synthesis Route

[1]Patent:WO2004/87713,2004,A1.Locationinpatent:Page10

[2]Patent:WO2019/86509,2019,A1.Locationinpatent:Page/Pagecolumn17

[1]Patent:CN109824677,2019,A.Locationinpatent:Paragraph0043

[2]Patent:US2006/63926,2006,A1.Locationinpatent:Page/Pagecolumn6;11

[1]Patent:US6495541,2002,B1

67-56-1    283173-50-2   
phosphatesaltof8-fluoro-2-{4-(methylamino)methylphenyl}-1,3,4,5-tetrahydro-6H-azepino5,4,3-cdindol-6-one 

[1]Patent:WO2006/33007,2006,A2.Locationinpatent:Page/Pagecolumn27-28

283173-50-2    110-16-7   
8-fluoro-2-{4-(methylamino)methylphenyl}-1,3,4,5-tetrahydro-6H-azepino5,4,3-cdindol-6-onemaleatesalt 

[1]Patent:WO2011/98971,2011,A1.Locationinpatent:Page/Pagecolumn81

Literature

Title: Rucaparib maintenance treatment for recurrent ovarian carcinoma after response to platinum therapy (ARIEL3): a randomised, double-blind, placebo-controlled, phase 3 trial.

Journal: Lancet (London, England) 20171028

Title: Rucaparib in relapsed, platinum-sensitive high-grade ovarian carcinoma (ARIEL2 Part 1): an international, multicentre, open-label, phase 2 trial.

Journal: The Lancet. Oncology 20170101

Title: Evaluation of rucaparib and companion diagnostics in the PARP inhibitor landscape for recurrent ovarian cancer therapy.

Journal: Future oncology (London, England) 20160601

Title: Phase 2 multicentre trial investigating intermittent and continuous dosing schedules of the poly(ADP-ribose) polymerase inhibitor rucaparib in germline BRCA mutation carriers with advanced ovarian and breast cancer.

Journal: British journal of cancer 20160329

Title: An evaluation in vitro of PARP-1 inhibitors, rucaparib and olaparib, as radiosensitisers for the treatment of neuroblastoma.

Journal: BMC cancer 20160101

Title: Identification of potent Yes1 kinase inhibitors using a library screening approach.

Journal: Bioorganic & medicinal chemistry letters 20130801

Title: Proteomic profiling identifies dysregulated pathways in small cell lung cancer and novel therapeutic targets including PARP1.

Journal: Cancer discovery 20120901

Title: Compromised CDK1 activity sensitizes BRCA-proficient cancers to PARP inhibition.

Journal: Nature medicine 20110701

Title: Central nervous system penetration and enhancement of temozolomide activity in childhood medulloblastoma models by poly(ADP-ribose) polymerase inhibitor AG-014699.

Journal: British journal of cancer 20101109

Title: Development of a functional assay for homologous recombination status in primary cultures of epithelial ovarian tumor and correlation with sensitivity to poly(ADP-ribose) polymerase inhibitors.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20100415

Title: Poly(adp-ribose) polymerase inhibitors: a novel drug class with a promising future.

Journal: Cancer journal (Sudbury, Mass.) 20100101

Title: Emergence of rationally designed therapeutic strategies for breast cancer targeting DNA repair mechanisms.

Journal: Breast cancer research : BCR 20100101

Title: Vasoactivity of AG014699, a clinically active small molecule inhibitor of poly(ADP-ribose) polymerase: a contributory factor to chemopotentiation in vivo?

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20091001

Title: Inhibition of poly(ADP-ribose) polymerase-1 enhances temozolomide and topotecan activity against childhood neuroblastoma.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20090215

Title: Phase I study of the poly(ADP-ribose) polymerase inhibitor, AG014699, in combination with temozolomide in patients with advanced solid tumors.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20081201

Title: Preclinical selection of a novel poly(ADP-ribose) polymerase inhibitor for clinical trial.

Journal: Molecular cancer therapeutics 20070301

Title: Anticancer chemosensitization and radiosensitization by the novel poly(ADP-ribose) polymerase-1 inhibitor AG14361.

Journal: Journal of the National Cancer Institute 20040107

Title: Potentiation of temozolomide and topotecan growth inhibition and cytotoxicity by novel poly(adenosine diphosphoribose) polymerase inhibitors in a panel of human tumor cell lines.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20000701

Title: Thomas HD, et al. Preclinical selection of a novel poly(ADP-ribose) polymerase inhibitor for clinical trial. Mol Cancer Ther, 2007, 6(3), 945-956.

Title: J Murray, et al. Tumour cell retention of rucaparib, sustained PARP inhibition and efficacy of weekly as well as daily schedules. Br J Cancer. 2014 Apr 15;110(8):1977-84.

Title: Daniel RA, et al. Inhibition of poly(ADP-ribose) polymerase-1 enhances temozolomide and topotecan activity against childhood neuroblastoma. Clin Cancer Res, 2009, 15(4), 1241-1249.

Title: Jianneng Li, et al. Hexose-6-phosphate dehydrogenase blockade reverses prostate cancer drug resistance in xenograft models by glucocorticoid inactivation. Sci Transl Med. 2021 May 26;13(595):eabe8226.

Title: Hunter JE, et al. NF-κB mediates radio-sensitization by the PARP-1 inhibitor, AG-014699. Oncogene, 2012, 31(2), 251-264.

Title: Matt Shirley, et al. Rucaparib: A Review in Ovarian Cancer. Target Oncol. 2019 Apr;14(2):237-246.

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SDS
Tags:283173-50-2 Molecular Formula|283173-50-2 MDL|283173-50-2 SMILES|283173-50-2 8-Fluoro-1,3,4,5-tetrahydro-2-[4-[(methylamino)methyl]phenyl]-6h-pyrrolo[4,3,2-ef][2]benzazepin-6-one