Dichlorphenamide (BioDeep_00000002127)

human metabolite blood metabolite Chemicals and Drugs

代谢物信息卡片

4,5-Dichloro-benzene-1,3-disulphonic acid diamide

化学式: C6H6Cl2N2O4S2 (303.9146056)
中文名称: 双氯非那胺
谱图信息: 最多检出来源 Homo sapiens(blood) 95.24%

分子结构信息

SMILES: C1=C(C=C(C(=C1S(=O)(=O)N)Cl)Cl)S(=O)(=O)N
InChI: InChI=1S/C6H6Cl2N2O4S2/c7-4-1-3(15(9,11)12)2-5(6(4)8)16(10,13)14/h1-2H,(H2,9,11,12)(H2,10,13,14)

描述信息

Dichlorphenamide is only found in individuals that have used or taken this drug. It is a carbonic anhydrase inhibitor that is used in the treatment of glaucoma. [PubChem]Carbonic anhydrase inhibitors reduce intraocular pressure by partially suppressing the secretion of aqueous humor (inflow), although the mechanism by which they do this is not fully understood. Evidence suggests that HCO^3- ions are produced in the ciliary body by hydration of carbon dioxide under the influence of carbonic anhydrase and diffuse into the posterior chamber which contains more Na⁺ and HCO^3- ions than does plasma and consequently is hypertonic. Water is then attracted to the posterior chamber by osmosis, resulting in a drop in pressure.
S - Sensory organs > S01 - Ophthalmologicals > S01E - Antiglaucoma preparations and miotics > S01EC - Carbonic anhydrase inhibitors
C78272 - Agent Affecting Nervous System > C47796 - Cholinergic Agonist
D004791 - Enzyme Inhibitors > D002257 - Carbonic Anhydrase Inhibitors
C471 - Enzyme Inhibitor > C29577 - Carbonic Anhydrase Inhibitor

同义名列表

32 个代谢物同义名

4,5-Dichloro-benzene-1,3-disulphonic acid diamide; 4,5-Dichloro-benzene-1,3-disulfonic acid diamide; 4,5-Dichloro-benzene-1,3-disulphonate diamide; 4,5-Dichloro-benzene-1,3-disulfonate diamide; 3,4-Dichloro-5-sulphamylbenzenesulphonamide; 3,4-Dichloro-5-sulfamylbenzenesulfonamide; 4,5-Dicholorobenzene-1,3-disulfonamide; 4,5-DICHLOROBENZENE-1,3-disulphonamide; 4,5-Dichloro-1,3-benzenedisulphonamide; 4,5-Dichloro-1,3-benzenedisulfonamide; 4,5-DICHLOROBENZENE-1,3-disulfonamide; 4,5-Dichloro-m-benzenedisulphonamide; 4,5-Dichloro-1,3-disulphamoylbenzene; 1,3-Disulphamoyl-4,5-dichlorobenzene; 1,3-Disulphamyl-4,5-dichlorobenzene; 1,3-Disulfamoyl-4,5-dichlorobenzene; 4,5-Dichloro-1,3-disulfamoylbenzene; 4,5-Dichloro-m-benzenedisulfonamide; 1,3-Disulfamyl-4,5-dichlorobenzene; Llorens brand OF dichlorphenamide; Merck brand OF dichlorphenamide; Dichlorophenamide; dichlorphenamide; Dichlorphenamid; Dichlofenamide; Diclofenamidum; Diclofenamida; diclofenamide; Diclofenamid; Glauconide; Daranide; Keveyis

数据库引用编号

17 个数据库交叉引用编号

ChEBI: CHEBI:101085
KEGG: C07459
KEGGdrug: D00518
PubChem: 3038
HMDB: HMDB0015275
Metlin: METLIN3980
DrugBank: DB01144
ChEMBL: CHEMBL17
Wikipedia: Dichlorphenamide
MeSH: Dichlorphenamide
chemspider: 2930
CAS: 120-97-8
PMhub: MS000001884
PubChem: 9662
PDB-CCD: I7A
NIKKAJI: J8.589H
RefMet: Dichlorphenamide

分类词条

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

9606 - Homo sapiens: -

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

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. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
Fredric Cohen. Open-Label, Dose-Escalation, Phase 1 Study of Safety and Single and Multiple-Dose Pharmacokinetics of Dichlorphenamide in Healthy Volunteers. Clinical pharmacology in drug development. 2019 01; 8(1):87-94. doi: 10.1002/cpdd.464. [PMID: 29762909]
Daniel J Warner, Hongming Chen, Louis-David Cantin, J Gerry Kenna, Simone Stahl, Clare L Walker, Tobias Noeske. Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2332-41. doi: 10.1124/dmd.112.047068. [PMID: 22961681]
Robert L Brent, Mildred S Christian, Robert M Diener. Evaluation of the reproductive and developmental risks of caffeine. Birth defects research. Part B, Developmental and reproductive toxicology. 2011 Apr; 92(2):152-87. doi: 10.1002/bdrb.20288. [PMID: 21370398]
Domenico Tricarico, Diana Conte Camerino. Recent advances in the pathogenesis and drug action in periodic paralyses and related channelopathies. Frontiers in pharmacology. 2011; 2(?):8. doi: 10.3389/fphar.2011.00008. [PMID: 21687503]
Mika Hilvo, Anna Maria Salzano, Alessio Innocenti, Markku S Kulomaa, Andrea Scozzafava, Andrea Scaloni, Seppo Parkkila, Claudiu T Supuran. Cloning, expression, post-translational modifications and inhibition studies on the latest mammalian carbonic anhydrase isoform, CA XV. Journal of medicinal chemistry. 2009 Feb; 52(3):646-54. doi: 10.1021/jm801267c. [PMID: 19193158]
Domenico Tricarico, Antonietta Mele, Diana Conte Camerino. Carbonic anhydrase inhibitors ameliorate the symptoms of hypokalaemic periodic paralysis in rats by opening the muscular Ca2+-activated-K+ channels. Neuromuscular disorders : NMD. 2006 Jan; 16(1):39-45. doi: 10.1016/j.nmd.2005.10.005. [PMID: 16368240]
G Splendiani, S Condò. [Diuretic therapy in heart failure]. Giornale italiano di nefrologia : organo ufficiale della Societa italiana di nefrologia. 2006 Jan; 23 Suppl 34(?):S74-6. doi: . [PMID: 16634001]
Jochen Beyer, Anabelle Bierl, Frank T Peters, Hans H Maurer. Screening procedure for detection of diuretics and uricosurics and/or their metabolites in human urine using gas chromatography-mass spectrometry after extractive methylation. Therapeutic drug monitoring. 2005 Aug; 27(4):509-20. doi: 10.1097/01.ftd.0000160719.96445.91. [PMID: 16044110]
Alessandro Cecchi, Alzbeta Hulikova, Jaromír Pastorek, Silvia Pastoreková, Andrea Scozzafava, Jean-Yves Winum, Jean-Louis Montero, Claudiu T Supuran. Carbonic anhydrase inhibitors. Design of fluorescent sulfonamides as probes of tumor-associated carbonic anhydrase IX that inhibit isozyme IX-mediated acidification of hypoxic tumors. Journal of medicinal chemistry. 2005 Jul; 48(15):4834-41. doi: 10.1021/jm0501073. [PMID: 16033263]
Ihsan Ergün, M Cenk Akbostanci, Başol Canbakan, Bilge Koçer, Arzu Ensari, Gökhan Nergizoglu, Kenan Keven. Minimal change nephrotic syndrome with stiff-person syndrome: is there a link?. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2005 Jul; 46(1):e11-4. doi: 10.1053/j.ajkd.2005.03.009. [PMID: 15983949]
Jonna M Lehtonen, Seppo Parkkila, Daniela Vullo, Angela Casini, Andrea Scozzafava, Claudiu T Supuran. Carbonic anhydrase inhibitors. Inhibition of cytosolic isozyme XIII with aromatic and heterocyclic sulfonamides: a novel target for the drug design. Bioorganic & medicinal chemistry letters. 2004 Jul; 14(14):3757-62. doi: 10.1016/j.bmcl.2004.04.106. [PMID: 15203157]
Y Wakabayashi. Hyperkalaemia induced by carbonic anhydrase inhibitor. The British journal of ophthalmology. 1991 Mar; 75(3):176-7. doi: 10.1136/bjo.75.3.176. [PMID: 2012787]
R A Coulson. Delayed protein digestion in the alligator following carbonic anhydrase inhibition. Comparative biochemistry and physiology. A, Comparative physiology. 1985; 82(1):43-7. doi: 10.1016/0300-9629(85)90702-9. [PMID: 2864210]
V J Lotti, C J Schmitt, P D Gautheron. Topical ocular hypotensive activity and ocular penetration of dichlorphenamide sodium in rabbits. Graefe's archive for clinical and experimental ophthalmology = Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie. 1984; 222(1):13-9. doi: 10.1007/bf02133771. [PMID: 6510719]
M C Dalakas, W K Engel. Treatment of "permanent" muscle weakness in familial Hypokalemic Periodic Paralysis. Muscle & nerve. 1983 Mar; 6(3):182-6. doi: 10.1002/mus.880060303. [PMID: 6855804]
C Schmitt, W J Vandenheuvel, R W Walker, B Plazonnet. Electron-capture GLC assay of dichlorphenamide. Journal of pharmaceutical sciences. 1979 Mar; 68(3):381-3. doi: 10.1002/jps.2600680337. [PMID: 423137]
D Derezić, L Cecuk. Possible role for enzyme inhibition in controlling kidney cysts. Lancet (London, England). 1978 Jan; 1(8057):217. doi: 10.1016/s0140-6736(78)90661-x. [PMID: 74647]
H Bleckmann. [Dichlorphenamide treatment in acute glaucoma (author's transl)]. Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie. Albrecht von Graefe's archive for clinical and experimental ophthalmology. 1976 Nov; 201(1):69-77. doi: 10.1007/bf00410149. [PMID: 793439]
S Kusakawa, D C Heiner. Elevated levels of immunoglobulin E in the acute febrile mucocutaneous lymph node syndrome. Pediatric research. 1976 Feb; 10(2):108-11. doi: 10.1203/00006450-197602000-00007. [PMID: 1705]
K H Beyer, J E Baer. The site and mode of action of some sulfonamide-derived diuretics. The Medical clinics of North America. 1975 May; 59(3):735-50. doi: 10.1016/s0025-7125(16)32020-x. [PMID: 1128017]
M R Wallace, J MacDiarmid, J Reeder. Exacerbation of nephrolithiasis by a carbonic anhydrase inhibitor. The New Zealand medical journal. 1974 Feb; 79(509):687-90. doi: NULL. [PMID: 4522951]
H Vázquez-León. [Various renal effects of the intracarotid injection of Catapresan (S.T.-155)]. Archivos del Instituto de Cardiologia de Mexico. 1972 Jan; 42(1):106-12. doi: NULL. [PMID: 5012962]
J L Leeling, B M Phillips. Simple assay for determination of carbonic anhydrase activity. Journal of pharmaceutical sciences. 1969 Jul; 58(7):909-10. doi: 10.1002/jps.2600580735. [PMID: 4980335]
M A Constant. Distribution of 5,5-dimethyl-2,4-oxazolidinedione (DMO) in intraocular fluids. V. Effect of plasma level, probenecid, and dichlorphenamide on time course. Investigative ophthalmology. 1968 Jun; 7(3):334-46. doi: NULL. [PMID: 5655878]
R H Kessler, D Landwehr, A Quintanilla, S A Weseley, W Kaufmann, H Arcila, B K Urbaitis. Effects of certain inhibitors on renal sodium reabsorption and ATP specific activity. Nephron. 1968; 5(6):474-88. doi: 10.1159/000179657. [PMID: 5706257]
G Malnic, R M Klose, G Giebisch. Microperfusion study of distal tubular potassium and sodium transfer in rat kidney. The American journal of physiology. 1966 Sep; 211(3):548-59. doi: 10.1152/ajplegacy.1966.211.3.548. [PMID: 5927881]
L P Sullivan, J H Pirch. Effect of bendroflumethiazide on distal nephron transport of sodium, potassium and chloride. The Journal of pharmacology and experimental therapeutics. 1966 Feb; 151(2):168-79. doi: NULL. [PMID: 5932595]
A Naimark, R M Cherniack. Effect of dichlorphenamide on gas exchange and CSF acid-base state in chronic respiratory failure. Canadian Medical Association journal. 1966 Jan; 94(4):164-70. doi: . [PMID: 5901159]
D E HUTCHEON, D MEHTA, A ROMANO. DIURETIC ACTION OF FUROSEMIDE. Archives of internal medicine. 1965 May; 115(?):542-6. doi: 10.1001/archinte.1960.03860170024006. [PMID: 14278719]
A POLAK, D REDSTONE. THE RENAL ACIDOSIS CAUSED BY DICHLORPHENAMIDE TREATMENT IN RESPIRATORY INSUFFICIENCY. The Quarterly journal of medicine. 1965 Jan; 34(?):87-109. doi: . [PMID: 14252428]
D E HUTCHEON. PROBLEMS IN THE HUMAN PHARMACOLOGY OF DIURETIC DRUGS. The Journal of new drugs. 1965 Jan; 5(1):13-20. doi: 10.1002/j.1552-4604.1965.tb00218.x. [PMID: 14283064]
G MALNIC, R M KLOSE, G GIEBISCH. MICROPUNCTURE STUDY OF RENAL POTASSIUM EXCRETION IN THE RAT. The American journal of physiology. 1964 Apr; 206(?):674-86. doi: 10.1152/ajplegacy.1964.206.4.674. [PMID: 14166157]
R H KESSLER, S W WEINSTEIN, F D NASH, M FUJIMOTO. EFFECTS OF CHLORMERODRIN, P-CHLOROMERCURIBENZOATE AND DICHLORPHENAMIDE ON RENAL SODIUM REABSORPTION AND OXYGEN CONSUMPTION. Nephron. 1964; 1(?):221-9. doi: 10.1159/000179335. [PMID: 14263631]
P LABADIE. [RENAL CARBONIC ANHYDRASE: ITS PHYSIOLOGICAL ACTION; ITS INHIBITORS]. La Revue du praticien. 1963 Dec; 13(?):3755-69. doi: NULL. [PMID: 14099266]
M CONSTANT. The distribution of 5,5-dimethyl-2,4-oxazolidinedione (DMO). II. Studies of the effect of carbonic anhydrase inhibitors and of plasma levels. Investigative ophthalmology. 1962 Oct; 1(?):609-17. doi: NULL. [PMID: 14040462]
R A COULSON, T HERNANDEZ, J L BEEBE. Effects of acetazolamide, chlorothiazide, and dichlorphenamide on electrolyte excretion in the alligator. Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.). 1957 Dec; 96(3):606-9. doi: 10.3181/00379727-96-23552. [PMID: 13505803]