Chlorambucil (BioDeep_00000006377)
Secondary id: BioDeep_00001867781
human metabolite blood metabolite
代谢物信息卡片
N,N-Di-2-chloroethyl-gamma-p-aminophenylbutyric acid
化学式: C14H19Cl2NO2 (303.0793)
中文名称: 氯氨布西
谱图信息:
最多检出来源 Homo sapiens(blood) 6.54%
分子结构信息
SMILES: C(Cc1ccc(cc1)N(CCCl)CCCl)CC(=O)O
InChI: InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
描述信息
A nitrogen mustard alkylating agent used as antineoplastic agent for the treatment of various malignant and nonmalignant diseases. Although it is less toxic than most other nitrogen mustards, it has been listed as a known carcinogen in the Fourth Annual Report on Carcinogens (NTP 85-002, 1985). (Merck Index, 11th ed)
L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01A - Alkylating agents > L01AA - Nitrogen mustard analogues
D000970 - Antineoplastic Agents > D018906 - Antineoplastic Agents, Alkylating > D009588 - Nitrogen Mustard Compounds
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent
D009676 - Noxae > D000477 - Alkylating Agents
同义名列表
42 个代谢物同义名
N,N-Di-2-chloroethyl-gamma-p-aminophenylbutyric acid; gamma-[p-Di(2-chloroethyl)aminophenyl]butyric acid; 4-(p-Bis(beta-chloroethyl)aminophenyl)butyric acid; 4-{4-[bis(2-chloroethyl)amino]phenyl}butanoic acid; 4-[p-[Bis(2-chloroethyl)amino]phenyl]butyric acid; N,N-Di-(2-chloroethyl)-p-aminophenylbutyric acid; N,N-Di-2-chloroethyl-γ-p-aminophenylbutyric acid; N,N-Di-2-chloroethyl-gamma-p-aminophenylbutyrate; N,N-Di-2-chloroethyl-g-p-aminophenylbutyric acid; 4-(p-Bis(β-chloroethyl)aminophenyl)butyric acid; 4-(Bis(2-chloroethyl)amino)benzenebutanoic acid; 4-(p-Bis(b-chloroethyl)aminophenyl)butyric acid; Γ-[p-di(2-chloroethyl)aminophenyl]butyric acid; gamma-[p-Di(2-chloroethyl)aminophenyl]butyrate; 4-(p-Bis(beta-chloroethyl)aminophenyl)butyrate; g-[p-Di(2-chloroethyl)aminophenyl]butyric acid; 4-[p-[Bis(2-chloroethyl)amino]phenyl]butyrate; N,N-Di-2-chloroethyl-g-p-aminophenylbutyrate; N,N-Di-2-chloroethyl-γ-p-aminophenylbutyrate; 4-(p-Bis(β-chloroethyl)aminophenyl)butyrate; 4-(p-Bis(b-chloroethyl)aminophenyl)butyrate; Γ-[p-di(2-chloroethyl)aminophenyl]butyrate; g-[p-Di(2-chloroethyl)aminophenyl]butyrate; GlaxoSmithKline brand OF chlorambucil; Glaxo wellcome brand OF chlorambucil; Phenylbutyric acid nitrogen mustard; Phenylbutyrate nitrogen mustard; Wellcome brand OF chlorambucil; Chloraminophene; Chloraminophen; Chloroambucil; chlorambucil; Chlorobutine; Chlocambucil; Ambochlorin; Chlorbutine; Lympholysin; Chlorobutin; Chlorbutin; Amboclorin; Leukeran; Chlorambucil
数据库引用编号
17 个数据库交叉引用编号
- ChEBI: CHEBI:28830
- KEGG: C06900
- KEGGdrug: D00266
- PubChem: 2708
- HMDB: HMDB0014436
- Metlin: METLIN542
- DrugBank: DB00291
- ChEMBL: CHEMBL515
- Wikipedia: Chlorambucil
- MeSH: Chlorambucil
- chemspider: 2607
- CAS: 305-03-3
- PMhub: MS000019405
- PubChem: 9117
- PDB-CCD: CBL
- NIKKAJI: J1.521K
- RefMet: Chlorambucil
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
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)
1 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
- Swagata Patra, Joykrishna Dey, Somnath Kar, Avik Chakraborty. Delivery of Chlorambucil to the Brain Using Surface Modified Solid Lipid Nanoparticles.
ACS applied bio materials.
2024 May; 7(5):3403-3413. doi:
10.1021/acsabm.4c00326. [PMID: 38700026] - Yiping Dong, Congcong Luo, Ning Zhang, Ruonan You, Qiang Yuan, Wuyin Li, Ying Zhang. [Correlation between combined deflection angle classification adduction typing and complications after internal fixation of adduction femoral neck fracture].
Zhongguo xiu fu chong jian wai ke za zhi = Zhongguo xiufu chongjian waike zazhi = Chinese journal of reparative and reconstructive surgery.
2024 Apr; 38(4):405-411. doi:
10.7507/1002-1892.202401063. [PMID: 38632058] - Francesco Siano, Gianluca Picariello, Domenico Castaldo, Domenico Cautela, Tonino Caruso, Ermanno Vasca. Monitoring antioxidants by coulometry: Quantitative assessment of the strikingly high antioxidant capacity of bergamot (Citrus bergamia R.) by-products.
Talanta.
2023 Jan; 251(?):123765. doi:
10.1016/j.talanta.2022.123765. [PMID: 35931010] - Lihong Sang, Ji Li, Faxing Zhang, Jiajia Jia, Jian Zhang, Pingtian Ding, Ting Sun, Dongkai Wang. Glycyrrhetinic acid modified chlorambucil prodrug for hepatocellular carcinoma treatment based on DNA replication and tumor microenvironment.
Colloids and surfaces. B, Biointerfaces.
2022 Dec; 220(?):112864. doi:
10.1016/j.colsurfb.2022.112864. [PMID: 36272286] - Minjie Zhang, Xin Jin, Meng Gao, Yunjiao Zhang, Ben Zhong Tang. A Self-Reporting Fluorescent Salicylaldehyde-Chlorambucil Conjugate as a Type-II ICD Inducer for Cancer Vaccines.
Advanced materials (Deerfield Beach, Fla.).
2022 Sep; 34(36):e2205701. doi:
10.1002/adma.202205701. [PMID: 35863361] - Shintaro Funasaki, Sally Mehanna, Wenjuan Ma, Hidekazu Nishizawa, Yasuhiko Kamikubo, Hiroshi Sugiyama, Shuji Ikeda, Takanobu Motoshima, Hisashi Hasumi, W Marston Linehan, Laura S Schmidt, Chris Ricketts, Toshio Suda, Yuichi Oike, Tomomi Kamba, Masaya Baba. Targeting chemoresistance in Xp11.2 translocation renal cell carcinoma using a novel polyamide-chlorambucil conjugate.
Cancer science.
2022 Jul; 113(7):2352-2367. doi:
10.1111/cas.15364. [PMID: 35396773] - Koji Sugita, Ayaka Shima, Kaho Takahashi, Yasuyoshi Matsuda, Masaki Miyajima, Marin Hirokawa, Hirotaka Kondo, Junpei Kimura, Genki Ishihara, Keitaro Ohmori. Successful outcome after a single endoscopic fecal microbiota transplantation in a Shiba dog with non-responsive enteropathy during the treatment with chlorambucil.
The Journal of veterinary medical science.
2021 Jul; 83(6):984-989. doi:
10.1292/jvms.21-0063. [PMID: 33896875] - Katarzyna Lipska, Anna Gumieniczek, Rafał Pietraś, Agata A Filip. HPLC-UV and GC-MS Methods for Determination of Chlorambucil and Valproic Acid in Plasma for Further Exploring a New Combined Therapy of Chronic Lymphocytic Leukemia.
Molecules (Basel, Switzerland).
2021 May; 26(10):. doi:
10.3390/molecules26102903. [PMID: 34068372] - Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
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Chemical communications (Cambridge, England).
2019 Dec; 56(2):297-300. doi:
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Molecular pharmacology.
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Materials science & engineering. C, Materials for biological applications.
2019 Oct; 103(?):109724. doi:
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World neurosurgery.
2018 Aug; 116(?):e534-e542. doi:
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2018 04; 31(2):317-320. doi:
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Ghana medical journal.
2018 Mar; 52(1):61-65. doi:
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PloS one.
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AAPS PharmSciTech.
2017 Nov; 18(8):2977-2986. doi:
10.1208/s12249-017-0782-5. [PMID: 28477146] - Sierra Schmidt, Mark Sears, Stephanie Crawford, Christine Cicci, Charles J Diskin. Membranous Glomerulopathy in Hypogammaglobulinemia.
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2017 Mar; 353(3):307-309. doi:
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European journal of medicinal chemistry.
2017 Feb; 127(?):691-702. doi:
10.1016/j.ejmech.2016.10.037. [PMID: 27823879] - Jianguo Lin, Ling Qiu, Gaochao Lv, Ke Li, Wei Wang, Guiqing Liu, Xueyu Zhao, Shanshan Wang. Synthesis and preliminary biological evaluation of a 99m Tc-chlorambucil derivative as a potential tumor imaging agent.
Journal of labelled compounds & radiopharmaceuticals.
2017 02; 60(2):116-123. doi:
10.1002/jlcr.3481. [PMID: 27862213] - Song Ren, Ying Wang, Li Xian, Tadashi Toyama, Meg Jardine, Guisen Li, Vlado Perkovic, Daqing Hong. Comparative effectiveness and tolerance of immunosuppressive treatments for idiopathic membranous nephropathy: A network meta-analysis.
PloS one.
2017; 12(9):e0184398. doi:
10.1371/journal.pone.0184398. [PMID: 28898290] - Natalie C Reinert, David G Feldman. Acquired Fanconi syndrome in four cats treated with chlorambucil.
Journal of feline medicine and surgery.
2016 12; 18(12):1034-1040. doi:
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International immunopharmacology.
2016 Nov; 40(?):57-64. doi:
10.1016/j.intimp.2016.07.008. [PMID: 27584054] - Carmen Diana Herling, Marion Klaumünzer, Cristiano Krings Rocha, Janine Altmüller, Holger Thiele, Jasmin Bahlo, Sandra Kluth, Giuliano Crispatzu, Marco Herling, Joanna Schiller, Anja Engelke, Eugen Tausch, Hartmut Döhner, Kirsten Fischer, Valentin Goede, Peter Nürnberg, Hans Christian Reinhardt, Stephan Stilgenbauer, Michael Hallek, Karl-Anton Kreuzer. Complex karyotypes and KRAS and POT1 mutations impact outcome in CLL after chlorambucil-based chemotherapy or chemoimmunotherapy.
Blood.
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Acta clinica Croatica.
2016 Jun; 55(2):334-7. doi:
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Chemistry and physics of lipids.
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European journal of medicinal chemistry.
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2012 Jan; 27(1):235-42. doi:
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International journal of nanomedicine.
2012; 7(?):211-9. doi:
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PloS one.
2012; 7(9):e44330. doi:
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American journal of kidney diseases : the official journal of the National Kidney Foundation.
2012 Jan; 59(1):122-5. doi:
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Inorganic chemistry.
2011 Dec; 50(24):12669-79. doi:
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Journal of avian medicine and surgery.
2011 Dec; 25(4):286-94. doi:
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Diagnostic pathology.
2011 Oct; 6(?):99. doi:
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Critical reviews in oncology/hematology.
2011 Oct; 80(1):87-99. doi:
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Cancer chemotherapy and pharmacology.
2011 Sep; 68(3):643-51. doi:
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Veterinary clinical pathology.
2011 Sep; 40(3):351-5. doi:
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Leukemia & lymphoma.
2011 Jul; 52(7):1290-301. doi:
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Kidney international.
2011 Jun; 79(11):1236-43. doi:
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TheScientificWorldJournal.
2011 May; 11(?):1041-7. doi:
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Molecular & cellular proteomics : MCP.
2011 May; 10(5):M110.005033. doi:
10.1074/mcp.m110.005033. [PMID: 21350050] - Milena Villarini, Luca Dominici, Renza Piccinini, Cristina Fatigoni, Maura Ambrogi, Gianluca Curti, Piero Morucci, Giacomo Muzi, Silvano Monarca, Massimo Moretti. Assessment of primary, oxidative and excision repaired DNA damage in hospital personnel handling antineoplastic drugs.
Mutagenesis.
2011 May; 26(3):359-69. doi:
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Annals of Indian Academy of Neurology.
2011 Apr; 14(2):81-92. doi:
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Nephron extra.
2011 Jan; 1(1):251-61. doi:
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Frontiers in pharmacology.
2011; 2(?):94. doi:
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Veterinaria italiana.
2011 Jan; 47(1):89-95. doi:
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Journal of feline medicine and surgery.
2010 Dec; 12(12):982-7. doi:
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International journal of nanomedicine.
2010 Nov; 5(?):933-42. doi:
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Giornale italiano di nefrologia : organo ufficiale della Societa italiana di nefrologia.
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Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2010 Nov; 64(9):633-8. doi:
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Journal of hepatology.
2010 Oct; 53(4):780-7. doi:
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Pediatric nephrology (Berlin, Germany).
2010 Oct; 25(10):2067-75. doi:
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Journal of cancer research and therapeutics.
2010 Oct; 6(4):463-5. doi:
10.4103/0973-1482.77107. [PMID: 21358081] - Angoori Gnaneshwar Rao. Cryoglobulinemia in a child.
Indian journal of dermatology.
2010 Oct; 55(4):381-3. doi:
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Pakistan journal of biological sciences : PJBS.
2010 Sep; 13(18):884-90. doi:
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Saudi journal of kidney diseases and transplantation : an official publication of the Saudi Center for Organ Transplantation, Saudi Arabia.
2010 May; 21(3):484-7. doi:
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Journal of biomedical science.
2010 Apr; 17(?):34. doi:
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International journal of nanomedicine.
2010 Apr; 5(?):249-59. doi:
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Clinical and experimental dermatology.
2010 Apr; 35(3):278-81. doi:
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Journal of drug targeting.
2010 Feb; 18(2):125-33. doi:
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Journal of avian medicine and surgery.
2009 Dec; 23(4):294-302. doi:
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European journal of medicinal chemistry.
2009 Nov; 44(11):4455-60. doi:
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Pediatric nephrology (Berlin, Germany).
2009 Nov; 24(11):2187-92. doi:
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The Cochrane database of systematic reviews.
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Clinical lymphoma & myeloma.
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Cases journal.
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Seminars in immunopathology.
2009 Sep; 31(3):283-307. doi:
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2009 Aug; 52(15):4844-52. doi:
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Current oncology (Toronto, Ont.).
2009 Aug; 16(4):67-70. doi:
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Joint bone spine.
2009 Jul; 76(4):431-2. doi:
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Journal of medicinal chemistry.
2009 May; 52(10):3408-15. doi:
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Indian journal of nephrology.
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Clinical and experimental nephrology.
2009 Apr; 13(2):179-181. doi:
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