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192441-08-0 | 9H-Purin-2-amine, 6-[(4-bromo-2-thienyl)methoxy]-
CAS No: 192441-08-0 Catalog No: AG002FYO MDL No:MFCD23703756
Product Description
Catalog Number:
AG002FYO
Chemical Name:
9H-Purin-2-amine, 6-[(4-bromo-2-thienyl)methoxy]-
CAS Number:
192441-08-0
Molecular Formula:
C10H8BrN5OS
Molecular Weight:
326.1724
MDL Number:
MFCD23703756
IUPAC Name:
6-[(4-bromothiophen-2-yl)methoxy]-7H-purin-2-amine
InChI:
InChI=1S/C10H8BrN5OS/c11-5-1-6(18-3-5)2-17-9-7-8(14-4-13-7)15-10(12)16-9/h1,3-4H,2H2,(H3,12,13,14,15,16)
InChI Key:
JUJPKFNFCWJBCX-UHFFFAOYSA-N
SMILES:
Brc1csc(c1)COc1nc(N)nc2c1nc[nH]2
UNII:
S79265T71M
Properties
Complexity:
299
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
324.963g/mol
Formal Charge:
0
Heavy Atom Count:
18
Hydrogen Bond Acceptor Count:
6
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
326.172g/mol
Monoisotopic Mass:
324.963g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
118A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2
Literature
| Title | Journal |
|---|---|
| Inhibition of DNA repair with MGMT pseudosubstrates: phase I study of lomeguatrib in combination with dacarbazine in patients with advanced melanoma and other solid tumours. | British journal of cancer 20110906 |
| Towards more specific O6-methylguanine-DNA methyltransferase (MGMT) inactivators. | Bioorganic & medicinal chemistry 20110301 |
| A phase I trial of lomeguatrib and irinotecan in metastatic colorectal cancer. | Cancer chemotherapy and pharmacology 20101001 |
| Tumor O(6)-methylguanine-DNA methyltransferase inactivation by oral lomeguatrib. | Clinical cancer research : an official journal of the American Association for Cancer Research 20100115 |
| A phase I study of extended dosing with lomeguatrib with temozolomide in patients with advanced melanoma. | British journal of cancer 20090421 |
| O(6)-methylguanine-DNA methyltransferase depletion and DNA damage in patients with melanoma treated with temozolomide alone or with lomeguatrib. | British journal of cancer 20090421 |
| A phase II trial of lomeguatrib and temozolomide in metastatic colorectal cancer. | British journal of cancer 20080520 |
| MGMT inhibitors--The Trinity College-Paterson Institute experience, a chemist's perception. | DNA repair 20070801 |
| Novel role of triazenes in haematological malignancies: pilot study of Temozolomide, Lomeguatrib and IL-2 in the chemo-immunotherapy of acute leukaemia. | DNA repair 20070801 |
| Randomized trial of the combination of lomeguatrib and temozolomide compared with temozolomide alone in chemotherapy naive patients with metastatic cutaneous melanoma. | Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20070620 |
| O6-(4-bromothenyl)guanine (PaTrin-2), a novel inhibitor of O6-alkylguanine DNA alkyl-transferase, increases the inhibitory activity of temozolomide against human acute leukaemia cells in vitro. | Pharmacological research 20060401 |
| The P140K mutant of human O(6)-methylguanine-DNA-methyltransferase (MGMT) confers resistance in vitro and in vivo to temozolomide in combination with the novel MGMT inactivator O(6)-(4-bromothenyl)guanine. | The journal of gene medicine 20060101 |
| O6-(4-bromothenyl)guanine reverses temozolomide resistance in human breast tumour MCF-7 cells and xenografts. | British journal of cancer 20051114 |
| Quantitative trait locus analysis reveals two intragenic sites that influence O6-alkylguanine-DNA alkyltransferase activity in peripheral blood mononuclear cells. | Carcinogenesis 20050801 |
| Sensitization of a human ovarian cancer cell line to temozolomide by simultaneous attenuation of the Bcl-2 antiapoptotic protein and DNA repair by O6-alkylguanine-DNA alkyltransferase. | Molecular cancer therapeutics 20041001 |
| Effect of O6-(4-bromothenyl)guanine on different temozolomide schedules in a human melanoma xenograft model. | International journal of cancer 20020810 |
| Monosaccharide-linked inhibitors of O(6)-methylguanine-DNA methyltransferase (MGMT): synthesis, molecular modeling, and structure-activity relationships. | Journal of medicinal chemistry 20011122 |
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