Benzenesulfonamidothiourea (BioDeep_00000842676)
代谢物信息卡片
Benzenesulfonamidothiourea
化学式: C7H9N3O2S2 (231.01361740000002)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC=C(C=C1)S(=O)(=O)NNC(=S)N
InChI: InChI=1S/C7H9N3O2S2/c8-7(13)9-10-14(11,12)6-4-2-1-3-5-6/h1-5,10H,(H3,8,9,13)
相关代谢途径
Reactome(0)
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PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Makoto Shirakawa, Kei Nakai, Yuhki Sato, Shunji Nakamura, Mari Harada, Kazuki Ishihara, Fumiyo Yoshida, Akira Matsumura, Hisao Tomida. Optimization of preparation methods for high loading content and high encapsulation efficiency of BSH into liposomes.
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine.
2021 Mar; 169(?):109260. doi:
10.1016/j.apradiso.2020.109260. [PMID: 33160809] - Taofeng Zhang, Guo Li, Sirui Li, Zhen Wang, Dian He, Yu Wang, Jinlong Zhang, Jili Li, Zhongjie Bai, Qiuping Zhang, Bin Liu, Quanyi Zhao, Yang Liu, Hong Zhang. Asialoglycoprotein receptor targeted micelles containing carborane clusters for effective boron neutron capture therapy of hepatocellular carcinoma.
Colloids and surfaces. B, Biointerfaces.
2019 Oct; 182(?):110397. doi:
10.1016/j.colsurfb.2019.110397. [PMID: 31357127] - Aoi Isono, Mieko Tsuji, Yu Sanada, Akari Matsushita, Shinichiro Masunaga, Tasuku Hirayama, Hideko Nagasawa. Design, Synthesis, and Evaluation of Lipopeptide Conjugates of Mercaptoundecahydrododecaborate for Boron Neutron Capture Therapy.
ChemMedChem.
2019 04; 14(8):823-832. doi:
10.1002/cmdc.201800793. [PMID: 30707500] - Jiejian Chen, Qiyao Yang, Minchen Liu, Mengting Lin, Tiantian Wang, Zhentao Zhang, Xincheng Zhong, Ningning Guo, Yiying Lu, Jing Xu, Changsheng Wang, Min Han, Qichun Wei. Remarkable Boron Delivery Of iRGD-Modified Polymeric Nanoparticles For Boron Neutron Capture Therapy.
International journal of nanomedicine.
2019; 14(?):8161-8177. doi:
10.2147/ijn.s214224. [PMID: 31632025] - Afaf R Genady, Joseph A Ioppolo, Mohamed M Azaam, Mohamed E El-Zaria. New functionalized mercaptoundecahydrododecaborate derivatives for potential application in boron neutron capture therapy: synthesis, characterization and dynamic visualization in cells.
European journal of medicinal chemistry.
2015 Mar; 93(?):574-83. doi:
10.1016/j.ejmech.2015.02.033. [PMID: 25748122] - Hayato Koganei, Manabu Ueno, Shoji Tachikawa, Lisa Tasaki, Hyun Seung Ban, Minoru Suzuki, Kouichi Shiraishi, Kumi Kawano, Masayuki Yokoyama, Yoshie Maitani, Koji Ono, Hiroyuki Nakamura. Development of high boron content liposomes and their promising antitumor effect for neutron capture therapy of cancers.
Bioconjugate chemistry.
2013 Jan; 24(1):124-32. doi:
10.1021/bc300527n. [PMID: 23214414] - Shiro Miyata, Shinji Kawabata, Ryo Hiramatsu, Atsushi Doi, Naokado Ikeda, Taro Yamashita, Toshihiko Kuroiwa, Satoshi Kasaoka, Kazuo Maruyama, Shin-ichi Miyatake. Computed tomography imaging of transferrin targeting liposomes encapsulating both boron and iodine contrast agents by convection-enhanced delivery to F98 rat glioma for boron neutron capture therapy.
Neurosurgery.
2011 May; 68(5):1380-7; discussion 1387. doi:
10.1227/neu.0b013e31820b52aa. [PMID: 21273928] - Peter Bendel, Andrea Wittig, Fabrizio Basilico, Pier Luigi Mauri, Wolfgang Sauerwein. Metabolism of borono-phenylalanine-fructose complex (BPA-fr) and borocaptate sodium (BSH) in cancer patients--results from EORTC trial 11001.
Journal of pharmaceutical and biomedical analysis.
2010 Jan; 51(1):284-7. doi:
10.1016/j.jpba.2009.08.018. [PMID: 19735988] - F I Chou, H P Chung, H M Liu, C W Chi, W Y Lui. Suitability of boron carriers for BNCT: accumulation of boron in malignant and normal liver cells after treatment with BPA, BSH and BA.
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine.
2009 Jul; 67(7-8 Suppl):S105-8. doi:
10.1016/j.apradiso.2009.03.025. [PMID: 19375330] - Genro Kashino, Satoshi Fukutani, Minoru Suzuki, Yong Liu, Kenji Nagata, Shin-Ichiro Masunaga, Akira Maruhashi, Hiroki Tanaka, Yoshinori Sakurai, Yuko Kinashi, Noriko Fujii, Koji Ono. A simple and rapid method for measurement of (10)B-para-boronophenylalanine in the blood for boron neutron capture therapy using fluorescence spectrophotometry.
Journal of radiation research.
2009 Jul; 50(4):377-82. doi:
10.1269/jrr.09015. [PMID: 19506346] - Bin Feng, Kazuhito Tomizawa, Hiroyuki Michiue, Shin-ichi Miyatake, Xiao-Jian Han, Atsushi Fujimura, Masaharu Seno, Mitsunori Kirihata, Hideki Matsui. Delivery of sodium borocaptate to glioma cells using immunoliposome conjugated with anti-EGFR antibodies by ZZ-His.
Biomaterials.
2009 Mar; 30(9):1746-55. doi:
10.1016/j.biomaterials.2008.12.010. [PMID: 19121537] - Doaa Awad, Luminita Damian, Mathias Winterhalter, Göran Karlsson, Katarina Edwards, Detlef Gabel. Interaction of Na2B12H11SH with dimyristoyl phosphatidylcholine liposomes.
Chemistry and physics of lipids.
2009 Feb; 157(2):78-85. doi:
10.1016/j.chemphyslip.2008.11.006. [PMID: 19100246] - Fumiyo Yoshida, Tetsuya Yamamoto, Kei Nakai, Hiroaki Kumada, Yasushi Shibata, Wataro Tsuruta, Kiyoshi Endo, Takao Tsurubuchi, Akira Matsumura. Combined use of sodium borocaptate and buthionine sulfoximine in boron neutron capture therapy enhanced tissue boron uptake and delayed tumor growth in a rat subcutaneous tumor model.
Cancer letters.
2008 May; 263(2):253-8. doi:
10.1016/j.canlet.2008.01.016. [PMID: 18272285] - Atsushi Doi, Shinji Kawabata, Kyoko Iida, Kunio Yokoyama, Yoshinaga Kajimoto, Toshihiko Kuroiwa, Takashi Shirakawa, Mitsunori Kirihata, Satoshi Kasaoka, Kazuo Maruyama, Hiroaki Kumada, Yoshinori Sakurai, Shin-Ichiro Masunaga, Koji Ono, Shin-Ichi Miyatake. Tumor-specific targeting of sodium borocaptate (BSH) to malignant glioma by transferrin-PEG liposomes: a modality for boron neutron capture therapy.
Journal of neuro-oncology.
2008 May; 87(3):287-94. doi:
10.1007/s11060-008-9522-8. [PMID: 18219552] - Kunio Yokoyama, Shin-Ichi Miyatake, Yoshinaga Kajimoto, Shinji Kawabata, Atsushi Doi, Toshiko Yoshida, Tomoyuki Asano, Mitsunori Kirihata, Koji Ono, Toshihiko Kuroiwa. Pharmacokinetic study of BSH and BPA in simultaneous use for BNCT.
Journal of neuro-oncology.
2006 Jul; 78(3):227-32. doi:
10.1007/s11060-005-9099-4. [PMID: 16557351] - F Basilico, W Sauerwein, F Pozzi, A Wittig, R Moss, P L Mauri. Analysis of 10B antitumoral compounds by means of flow-injection into ESI-MS/MS.
Journal of mass spectrometry : JMS.
2005 Dec; 40(12):1546-9. doi:
10.1002/jms.909. [PMID: 16320299] - Kazuo Maruyama, Osamu Ishida, Satoshi Kasaoka, Tomoko Takizawa, Naoki Utoguchi, Atsuko Shinohara, Momoko Chiba, Hisao Kobayashi, Masazumi Eriguchi, Hironobu Yanagie. Intracellular targeting of sodium mercaptoundecahydrododecaborate (BSH) to solid tumors by transferrin-PEG liposomes, for boron neutron-capture therapy (BNCT).
Journal of controlled release : official journal of the Controlled Release Society.
2004 Aug; 98(2):195-207. doi:
10.1016/j.jconrel.2004.04.018. [PMID: 15262412] - Christopher R Gibson, Alfred E Staubus, Rolf F Barth, Weilian Yang, Amy K Ferketich, Melvin M Moeschberger. Pharmacokinetics of sodium borocaptate: a critical assessment of dosing paradigms for boron neutron capture therapy.
Journal of neuro-oncology.
2003 Mar; 62(1-2):157-69. doi:
10.1007/bf02699942. [PMID: 12749711] - V Mares, D Krajcí, V Lisá. Subcellular targets of mercaptoborate (BSH), a carrier of 10B for neutron capture therapy (BNCT) of brain tumors.
Physiological research.
2003; 52(5):629-35. doi:
NULL. [PMID: 14535839] - F Yoshida, A Matsumura, Y Shibata, T Yamamoto, H Nakauchi, M Okumura, T Nose. Cell cycle dependence of boron uptake from two boron compounds used for clinical neutron capture therapy.
Cancer letters.
2002 Dec; 187(1-2):135-41. doi:
10.1016/s0304-3835(02)00380-4. [PMID: 12359361] - Teruyoshi Kageji, Shinji Nagahiro, Birte Otersen, Detlef Gabel, Manekazu Nakaichi, Yoshinobu Nakagawa. Subcellular biodistribution of sodium borocaptate (BSH: Na2B12H11SH) in a rat glioma model in boron neutron capture therapy.
Journal of neuro-oncology.
2002 Sep; 59(2):135-42. doi:
10.1023/a:1019688515204. [PMID: 12241106] - Christopher R Gibson, Alfred E Staubus, Rolf F Barth, Weilian Yang, Nan M Kleinholz, R Benjamin Jones, Kari B Green-Church, Wemer Tjarks, Albert H Soloway. Electrospray ionization mass spectrometry coupled to reversed-phase ion-pair high-performance liquid chromatography for quantitation of sodium borocaptate and application to pharmacokinetic analysis.
Analytical chemistry.
2002 May; 74(10):2394-9. doi:
10.1021/ac0112723. [PMID: 12038766] - C R Gibson, A E Staubus, R F Barth, W Yang, N M Kleinholz, R B Jones, K Green-Church, W Tjarks, A H Soloway. Boron neutron capture therapy of brain tumors: investigation of urinary metabolites and oxidation products of sodium borocaptate by electrospray ionization mass spectrometry.
Drug metabolism and disposition: the biological fate of chemicals.
2001 Dec; 29(12):1588-98. doi:
NULL. [PMID: 11717178] - T Kageji, S Nagahiro, K Kitamura, Y Nakagawa, H Hatanaka, D Haritz, F Grochulla, K Haselsberger, D Gabel. Optimal timing of neutron irradiation for boron neutron capture therapy after intravenous infusion of sodium borocaptate in patients with glioblastoma.
International journal of radiation oncology, biology, physics.
2001 Sep; 51(1):120-30. doi:
10.1016/s0360-3016(01)01605-4. [PMID: 11516861] - J H Goodman, W Yang, R F Barth, Z Gao, C P Boesel, A E Staubus, N Gupta, R A Gahbauer, D M Adams, C R Gibson, A K Ferketich, M L Moeschberger, A H Soloway, D E Carpenter, B J Albertson, W F Bauer, M Z Zhang, C C Wang. Boron neutron capture therapy of brain tumors: biodistribution, pharmacokinetics, and radiation dosimetry sodium borocaptate in patients with gliomas.
Neurosurgery.
2000 Sep; 47(3):608-21; discussion 621. doi:
10.1097/00006123-200009000-00016. [PMID: 10981748] - T Yamaguchi, Y Nakajima, H Miyamoto, M Mizobuchi, T Kanazu, K Kadono, K Nakamoto, I Ikeuchi. Distribution and excretion of boron after intravenous administration of disodium mercaptoundecahydro-closo-dodecaborate to rats.
The Journal of toxicological sciences.
1998 Oct; 23 Suppl 4(?):577-85. doi:
10.2131/jts.23.supplementiv_577. [PMID: 9836183] - F Itoh, K Yabuuchi, K Ohno, I Ikeuchi, Y Muraoka. [Single and 2-week repeated intravenous dose toxicity studies of disodium mercaptoundecahydro-closo-dodecaborate in rats].
The Journal of toxicological sciences.
1998 Oct; 23 Suppl 4(?):587-611. doi:
10.2131/jts.23.supplementiv_587. [PMID: 9836184] - P Bendel, A Frantz, J Zilberstein, G W Kabalka, Y Salomon. Boron-11 NMR of borocaptate: relaxation and in vivo detection in melanoma-bearing mice.
Magnetic resonance in medicine.
1998 Mar; 39(3):439-47. doi:
10.1002/mrm.1910390314. [PMID: 9498600] - V Horn, J Slánsky, E Buchar, I Janku, K Sourek, F Tovarys. The diuretic effect of borocaptate sodium in rats and in patients with brain tumors.
Methods and findings in experimental and clinical pharmacology.
1997 Oct; 19(8):559-66. doi:
NULL. [PMID: 9442480] - V Horn, E Buchar, I Janků. Kidney function changes in rats after single-dose administration of borocaptate sodium.
Physiological research.
1997; 46(4):279-83. doi:
NULL. [PMID: 9728493] - K Haselsberger, H Radner, G Pendl. Na2B12H11SH (BSH) in combination with systemic hyaluronidase: a promising concept for boron neutron capture therapy for glioblastoma.
Neurosurgery.
1996 Aug; 39(2):321-5; discussion 325. doi:
10.1097/00006123-199608000-00016. [PMID: 8832669] - S C Mehta, D R Lu. Interspecies pharmacokinetic scaling of BSH in mice, rats, rabbits, and humans.
Biopharmaceutics & drug disposition.
1995 Dec; 16(9):735-44. doi:
10.1002/bdd.2510160904. [PMID: 8580398] - S C Mehta, F D Boudinot, D R Lu. Pharmacokinetics of sodium mercaptoundecahydrododecaborate after intravenous injection in rats.
Drug metabolism and disposition: the biological fate of chemicals.
1995 Dec; 23(12):1368-71. doi:
NULL. [PMID: 8689945] - C P Ceberg, A Brun, S B Kahl, M S Koo, B R Persson, L G Salford. A comparative study on the pharmacokinetics and biodistribution of boronated porphyrin (BOPP) and sulfhydryl boron hydride (BSH) in the RG2 rat glioma model.
Journal of neurosurgery.
1995 Jul; 83(1):86-92. doi:
10.3171/jns.1995.83.1.0086. [PMID: 7782856] - C P Ceberg, A Persson, A Brun, R Huiskamp, A S Fyhr, B R Persson, L G Salford. Performance of sulfhydryl boron hydride in patients with grade III and IV astrocytoma: a basis for boron neutron capture therapy.
Journal of neurosurgery.
1995 Jul; 83(1):79-85. doi:
10.3171/jns.1995.83.1.0079. [PMID: 7782854] - P Saini, K Abu-Izza, D R Lu. High-performance liquid chromatographic assay for sodium mercaptoundecahydrododecaborate in rat tissues.
Journal of chromatography. B, Biomedical applications.
1995 Mar; 665(1):155-61. doi:
10.1016/0378-4347(94)00512-4. [PMID: 7795787] - P P Tang, M P Schweizer, K M Bradshaw, W F Bauer. 11B nuclear magnetic resonance studies of the interaction of borocaptate sodium with serum albumin.
Biochemical pharmacology.
1995 Mar; 49(5):625-32. doi:
10.1016/0006-2952(94)00529-u. [PMID: 7887977] - K Haselsberger, H Radner, G Pendl. Boron neutron capture therapy: boron biodistribution and pharmacokinetics of Na2B12H11SH in patients with glioblastoma.
Cancer research.
1994 Dec; 54(24):6318-20. doi:
NULL. [PMID: 7987820] - E Buchar, V Horn, L Kameníková, I Janku. The in vitro effect of sodium mercaptoundecahydrododecaborate (borocaptate) on sulfhydryl groups of different rat tissues.
Methods and findings in experimental and clinical pharmacology.
1994 Nov; 16(9):619-22. doi:
NULL. [PMID: 7746022] - K Abu-Izza, D R Lu. Liquid chromatographic determination of sodium mercaptoundecahydrododecaborate in rat urine and plasma after precolumn derivatization.
Journal of chromatography. B, Biomedical applications.
1994 Oct; 660(2):347-52. doi:
10.1016/0378-4347(94)00302-5. [PMID: 7866525] - P Saini, J C Lai, D R Lu. FT-IR measurement of mercaptoundecahydrododecaborate in human plasma.
Journal of pharmaceutical and biomedical analysis.
1994 Sep; 12(9):1091-5. doi:
10.1016/0731-7085(94)00043-3. [PMID: 7803557] - R Verrijk, I J Smolders, R Huiskamp, P R Gavin, K H Philipp, A C Begg. Pharmacokinetics in melanoma-bearing mice of 5-dihydroxyboryl-6-propyl-2-thiouracil (BPTU), a candidate compound for boron neutron capture therapy.
British journal of cancer.
1994 Apr; 69(4):641-7. doi:
10.1038/bjc.1994.125. [PMID: 8142252] - D Haritz, D Gabel, R Huiskamp. Clinical phase-I study of Na2B12H11SH (BSH) in patients with malignant glioma as precondition for boron neutron capture therapy (BNCT).
International journal of radiation oncology, biology, physics.
1994 Mar; 28(5):1175-81. doi:
10.1016/0360-3016(94)90492-8. [PMID: 8175403] - S L Kraft, P R Gavin, C W Leathers, C E DeHaan, W F Bauer, D L Miller, R V Dorn, M L Griebenow. Biodistribution of boron in dogs with spontaneous intracranial tumors following borocaptate sodium administration.
Cancer research.
1994 Mar; 54(5):1259-63. doi:
NULL. [PMID: 8118814] - I Janků, E Buchar, Z Jiricka. Nephrotoxicity of borocaptate after short-term administration in rabbits.
Toxicology.
1993 Apr; 79(2):99-108. doi:
10.1016/0300-483x(93)90123-a. [PMID: 8497870] - V Gregoire, A C Begg, R Huiskamp, R Verrijk, H Bartelink. Selectivity of boron carriers for boron neutron capture therapy: pharmacological studies with borocaptate sodium, L-boronophenylalanine and boric acid in murine tumors.
Radiotherapy and oncology : journal of the European Society for Therapeutic Radiology and Oncology.
1993 Apr; 27(1):46-54. doi:
10.1016/0167-8140(93)90043-8. [PMID: 8327732] - S L Kraft, P R Gavin, C E DeHaan, C W Leathers, W F Bauer, D L Miller, R V Dorn. Borocaptate sodium: a potential boron delivery compound for boron neutron capture therapy evaluated in dogs with spontaneous intracranial tumors.
Proceedings of the National Academy of Sciences of the United States of America.
1992 Dec; 89(24):11973-7. doi:
10.1073/pnas.89.24.11973. [PMID: 1465427] - D R Lu, C Munro. Quantitative analysis of mercaptoundecahydrododecaborate by Fourier transform infrared spectroscopy.
Pharmaceutical research.
1992 Sep; 9(9):1199-202. doi:
10.1023/a:1015864108289. [PMID: 1409404] - E Buchar, S Bednárová, B Grüner, P Walder, O Strouf, I Janků. Dose-dependent disposition kinetics and tissue accumulation of boron after intravenous injections of sodium mercaptoundecahydrododecaborate in rabbits.
Cancer chemotherapy and pharmacology.
1992; 29(6):450-4. doi:
10.1007/bf00684846. [PMID: 1568287] - O Strouf, E Mertenová, L Schneiderová, H Zámecníková, I Janků. Boron determination for neutron capture therapy by colorimetry and emission spectrometry.
Strahlentherapie und Onkologie : Organ der Deutschen Rontgengesellschaft ... [et al].
1989 Feb; 165(2-3):174-6. doi:
NULL. [PMID: 2494723] - W F Bauer, D A Johnson, S M Steele, K Messick, D L Miller, W A Propp. Gross boron determination in biological samples by inductively coupled plasma-atomic emission spectroscopy.
Strahlentherapie und Onkologie : Organ der Deutschen Rontgengesellschaft ... [et al].
1989 Feb; 165(2-3):176-9. doi:
NULL. [PMID: 2928943] - D Joel, D Slatkin, R Fairchild, P Micca, M Nawrocky. Pharmacokinetics and tissue distribution of the sulfhydryl boranes (monomer and dimer) in glioma-bearing rats.
Strahlentherapie und Onkologie : Organ der Deutschen Rontgengesellschaft ... [et al].
1989 Feb; 165(2-3):167-70. doi:
NULL. [PMID: 2928940] - P G Marshall, M E Miller, S Grand, P L Micca, D N Slatkin. Toxicities of Na2B12H11SH and Na4B24H22S2 in mice.
Basic life sciences.
1989; 50(?):333-51. doi:
10.1007/978-1-4684-5622-6_37. [PMID: 2751617] - I Ikeuchi, T Amano. Isotachophoretic analysis of mercaptoundecahydrododecaborate anion in human serum and urine.
Chemical & pharmaceutical bulletin.
1985 Jun; 33(6):2553-5. doi:
10.1248/cpb.33.2553. [PMID: 4064213] - T Nakagawa, T Nagai. Interaction between serum albumin and mercaptoundecahydrododecaborate ion (an agent for boron-neutron capture therapy of brain tumor). I. Introductory remarks and preliminary experiments.
Chemical & pharmaceutical bulletin.
1976 Dec; 24(12):2934-41. doi:
10.1248/cpb.24.2934. [PMID: 1035510]