General Information of Drug (ID: DMSHF0K)

Drug Name
Hexane-1,6-diamine Drug Info
Synonyms
1,6-Hexanediamine; 1,6-Diaminohexane; Hexamethylenediamine; 124-09-4; HEXANE-1,6-DIAMINE; HMDA; 1,6-Hexylenediamine; 1,6-Hexamethylenediamine; 1,6-Diamino-n-hexane; HEXAMETHYLENE DIAMINE; Hexylenediamine; 1,6-Hexanediamine (solution); Hexane, 1,6-diamino-; UNII-ZRA5J5B2QW; NCI-C61405; NSC 9257; H2N(CH2)6NH2; CCRIS 6224; HSDB 189; EINECS 204-679-6; HEX-NH2; UN2280; UN1783; ZRA5J5B2QW; Hexamethylenediamine solution; BRN 1098307; AI3-37283; CHEMBL303004; CHEBI:39618; NAQMVNRVTILPCV-UHFFFAOYSA-N; MFCD00008243; DSSTox_CID_4922
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
16402
ChEBI ID
CHEBI:39618
CAS Number
CAS 124-09-4
TTD Drug ID
DMSHF0K

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DOT
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Patented Agent(s)
Discontinued Drug(s)
Investigative Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Salicyclic acid DM2F8XZ Acne vulgaris ED80 Approved [3]
Sulfamylon DMIO1K0 Bacterial infection 1A00-1C4Z Approved [4]
Curcumin DMQPH29 Solid tumour/cancer 2A00-2F9Z Phase 3 [5]
PARABEN DMEW5Z8 N. A. N. A. Phase 3 [6]
Coumate DMVKW0N Breast cancer 2C60-2C65 Phase 2 [7]
SAR566658 DM6Q295 Solid tumour/cancer 2A00-2F9Z Phase 2 [8]
FERULIC ACID DMJC7NF Discovery agent N.A. Patented [6]
SPERMINE DMD4BFY N. A. N. A. Terminated [1]
ELLAGIC ACID DMX8BS5 Discovery agent N.A. Investigative [6]
COUMARIN DM0N8ZM Discovery agent N.A. Investigative [9]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Targeting Carbonic anhydrase I (CA-I)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Salicyclic acid DM2F8XZ Acne vulgaris ED80 Approved [3]
Ethoxzolamide DMVO4ED Glaucoma/ocular hypertension 9C61 Approved [10]
Dichlorphenamide DMH7IDQ Chronic glaucoma 9C61.0Z Approved [10]
Methazolamide DM7J2TA Glaucoma/ocular hypertension 9C61 Approved [11]
Acetazolamide DM1AF5U Absence epilepsy Approved [10]
Curcumin DMQPH29 Solid tumour/cancer 2A00-2F9Z Phase 3 [5]
PARABEN DMEW5Z8 N. A. N. A. Phase 3 [6]
CG-100649 DMIKMA9 Arthritis FA20 Phase 3 [12]
PHENOL DM1QSM3 N. A. N. A. Phase 2/3 [5]
Coumate DMVKW0N Breast cancer 2C60-2C65 Phase 2 [7]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Salicyclic acid DM2F8XZ Acne vulgaris ED80 Approved [3]
Sulfamylon DMIO1K0 Bacterial infection 1A00-1C4Z Approved [13]
Curcumin DMQPH29 Solid tumour/cancer 2A00-2F9Z Phase 3 [5]
PARABEN DMEW5Z8 N. A. N. A. Phase 3 [6]
PHENOL DM1QSM3 N. A. N. A. Phase 2/3 [5]
Coumate DMVKW0N Breast cancer 2C60-2C65 Phase 2 [7]
FERULIC ACID DMJC7NF Discovery agent N.A. Patented [6]
ELLAGIC ACID DMX8BS5 Discovery agent N.A. Investigative [6]
COUMARIN DM0N8ZM Discovery agent N.A. Investigative [9]
CATECHIN DMY38SB Discovery agent N.A. Investigative [5]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Sulfamylon DMIO1K0 Bacterial infection 1A00-1C4Z Approved [14]
TRIENTINE DMD2WPG Inborn error of metabolism 5C50-5C59 Approved [1]
Curcumin DMQPH29 Solid tumour/cancer 2A00-2F9Z Phase 3 [5]
PARABEN DMEW5Z8 N. A. N. A. Phase 3 [6]
PHENOL DM1QSM3 N. A. N. A. Phase 2/3 [5]
Coumate DMVKW0N Breast cancer 2C60-2C65 Phase 2 [7]
FERULIC ACID DMJC7NF Discovery agent N.A. Patented [6]
SPERMINE DMD4BFY N. A. N. A. Terminated [1]
ELLAGIC ACID DMX8BS5 Discovery agent N.A. Investigative [6]
COUMARIN DM0N8ZM Discovery agent N.A. Investigative [9]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Targeting Carbonic anhydrase (CA)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Salicyclic acid DM2F8XZ Acne vulgaris ED80 Approved [15]
Sulfamylon DMIO1K0 Bacterial infection 1A00-1C4Z Approved [4]
Quinethazone DMWCOSR Hypertension BA00-BA04 Approved [16]
Curcumin DMQPH29 Solid tumour/cancer 2A00-2F9Z Phase 3 [5]
PARABEN DMEW5Z8 N. A. N. A. Phase 3 [6]
PHENOL DM1QSM3 N. A. N. A. Phase 2/3 [5]
Coumate DMVKW0N Breast cancer 2C60-2C65 Phase 2 [7]
SULFAMIDE DMMAS3K N. A. N. A. Phase 1 [17]
FERULIC ACID DMJC7NF Discovery agent N.A. Patented [6]
PMID30074415-Compound-21 DM3NPOU N. A. N. A. Patented [18]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Salicyclic acid DM2F8XZ Acne vulgaris ED80 Approved [3]
Sulfamylon DMIO1K0 Bacterial infection 1A00-1C4Z Approved [19]
Brinzolamide DMBAPFG Ocular hypertension 9C61.01 Approved [10]
Curcumin DMQPH29 Solid tumour/cancer 2A00-2F9Z Phase 3 [5]
PARABEN DMEW5Z8 N. A. N. A. Phase 3 [6]
PHENOL DM1QSM3 N. A. N. A. Phase 2/3 [5]
Coumate DMVKW0N Breast cancer 2C60-2C65 Phase 2 [7]
Sodium pyruvate DMST6A3 Asthma CA23 Phase 1/2 [20]
SULFAMIDE DMMAS3K N. A. N. A. Phase 1 [17]
FERULIC ACID DMJC7NF Discovery agent N.A. Patented [6]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Curcumin DMQPH29 Solid tumour/cancer 2A00-2F9Z Phase 3 [5]
PARABEN DMEW5Z8 N. A. N. A. Phase 3 [6]
PHENOL DM1QSM3 N. A. N. A. Phase 2/3 [5]
Coumate DMVKW0N Breast cancer 2C60-2C65 Phase 2 [7]
INDISULAM DM9SX6Y Lymphoma 2A80-2A86 Phase 2 [21]
Girentuximab I-124 DMG3O2Z Renal cell carcinoma 2C90 Phase 2 [22]
SULFAMIDE DMMAS3K N. A. N. A. Phase 1 [23]
BAY 79-4620 DM14XQN Solid tumour/cancer 2A00-2F9Z Phase 1 [24]
90Y-cG250 DMJR6TC Solid tumour/cancer 2A00-2F9Z Phase 1 [25]
FERULIC ACID DMJC7NF Discovery agent N.A. Patented [6]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [26]
Panobinostat DM58WKG Chronic graft versus host disease Approved [27]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [28]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [29]
Doxorubicin DMVP5YE Acute myelogenous leukaemia 2A41 Approved [30]
Vorinostat DMWMPD4 Adult acute monocytic leukemia Approved [27]
SNDX-275 DMH7W9X Breast cancer 2C60-2C65 Phase 3 [27]
Genistein DM0JETC Menopause symptom GA30.0 Phase 2/3 [31]
PDX-101 DM6OC53 Plasma cell myeloma 2A83.1 Phase 2 [27]
(+)-JQ1 DM1CZSJ Testicular cancer 2C80 Phase 1 [32]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [33]
Marinol DM70IK5 Anorexia nervosa cachexia 6B80 Approved [34]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [35]
Dexamethasone DMMWZET Acute adrenal insufficiency Approved [36]
Decitabine DMQL8XJ Acute myelogenous leukaemia 2A41 Approved [33]
Arsenic DMTL2Y1 N. A. N. A. Approved [37]
Acetaminophen DMUIE76 Allergic rhinitis CA08.0 Approved [38]
Doxorubicin DMVP5YE Acute myelogenous leukaemia 2A41 Approved [30]
Benzo(a)pyrene DMN7J43 N. A. N. A. Phase 1 [39]
bisphenol A DM2ZLD7 Discovery agent N.A. Investigative [26]
⏷ Show the Full List of 10 Drug(s)

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Carbonic anhydrase (CA) TTUNARX NOUNIPROTAC Inhibitor [1]
Carbonic anhydrase I (CA-I) TTHQPL7 CAH1_HUMAN Inhibitor [1]
Carbonic anhydrase IV (CA-IV) TTZHA0O CAH4_HUMAN Inhibitor [1]
Carbonic anhydrase IX (CA-IX) TT2LVK8 CAH9_HUMAN Inhibitor [1]
Carbonic anhydrase VI (CA-VI) TTCFSPE CAH6_HUMAN Inhibitor [1]
Carbonic anhydrase XII (CA-XII) TTSYM0R CAH12_HUMAN Inhibitor [1]
Carbonic anhydrase XIV (CA-XIV) TTEYTKG CAH14_HUMAN Inhibitor [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Adhesion G protein-coupled receptor L3 (ADGRL3) OT81Q8LY AGRL3_HUMAN Regulation of Drug Effects [2]
Scavenger receptor class A member 5 (SCARA5) OTOVA96E SCAR5_HUMAN Regulation of Drug Effects [2]

References

1 Polyamines inhibit carbonic anhydrases by anchoring to the zinc-coordinated water molecule. J Med Chem. 2010 Aug 12;53(15):5511-22.
2 DNA methylation modifies urine biomarker levels in 1,6-hexamethylene diisocyanate exposed workers: a pilot study. Toxicol Lett. 2014 Dec 1;231(2):217-26. doi: 10.1016/j.toxlet.2014.10.024. Epub 2014 Oct 22.
3 Carbonic anhydrase inhibitors: inhibition of mammalian isoforms I-XIV with a series of substituted phenols including paracetamol and salicylic acid. Bioorg Med Chem. 2008 Aug 1;16(15):7424-8.
4 Cloning, expression, post-translational modifications and inhibition studies on the latest mammalian carbonic anhydrase isoform, CA XV. J Med Chem. 2009 Feb 12;52(3):646-54.
5 Carbonic anhydrase inhibitors. Antioxidant polyphenols effectively inhibit mammalian isoforms I-XV. Bioorg Med Chem Lett. 2010 Sep 1;20(17):5050-3.
6 Carbonic anhydrase inhibitors. Inhibition of mammalian isoforms I-XIV with a series of natural product polyphenols and phenolic acids. Bioorg Med Chem. 2010 Mar 15;18(6):2159-2164.
7 Carbonic anhydrase inhibitors. Interaction of the antitumor sulfamate EMD 486019 with twelve mammalian carbonic anhydrase isoforms: Kinetic and X-r... Bioorg Med Chem Lett. 2008 Aug 1;18(15):4282-6.
8 An Antibody-Drug Conjugate Targeting MUC1-Associated Carbohydrate CA6 Shows Promising Antitumor Activities. Mol Cancer Ther. 2020 Aug;19(8):1660-1669.
9 Deciphering the mechanism of carbonic anhydrase inhibition with coumarins and thiocoumarins. J Med Chem. 2010 Jan 14;53(1):335-44.
10 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
11 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 2597).
12 Understanding the Dual Inhibition of COX-2 and Carbonic Anhydrase-II by Celecoxib and CG100649 Using Density Functional Theory Calculations and other Molecular Modelling Approaches. Protein Pept Lett. 2015;22(10):903-12.
13 Sulfonamide linked neoglycoconjugates--a new class of inhibitors for cancer-associated carbonic anhydrases. J Med Chem. 2010 Apr 8;53(7):2913-26.
14 Carbonic anhydrase inhibitors: inhibition of the transmembrane isozyme XIV with sulfonamides. Bioorg Med Chem Lett. 2005 Sep 1;15(17):3828-33.
15 Carbonic anhydrase inhibitors: Inhibition of the new membrane-associated isoform XV with phenols. Bioorg Med Chem Lett. 2008 Jun 15;18(12):3593-6.
16 Carbonic anhydrase inhibitors. Interaction of indapamide and related diuretics with 12 mammalian isozymes and X-ray crystallographic studies for th... Bioorg Med Chem Lett. 2008 Apr 15;18(8):2567-73.
17 Carbonic anhydrase inhibitors: crystallographic and solution binding studies for the interaction of a boron-containing aromatic sulfamide with mamm... Bioorg Med Chem Lett. 2010 Jun 15;20(12):3601-5.
18 Carbonic anhydrase inhibitors as antitumor/antimetastatic agents: a patent review (2008-2018).Expert Opin Ther Pat. 2018 Oct;28(10):729-740.
19 Carbonic anhydrase inhibitors. Inhibition of the membrane-bound human and bovine isozymes IV with sulfonamides. Bioorg Med Chem Lett. 2005 Feb 15;15(4):1149-54.
20 Carbonic anhydrase inhibitors. Interaction of isozymes I, II, IV, V, and IX with carboxylates. Bioorg Med Chem Lett. 2005 Feb 1;15(3):573-8.
21 Carbonic anhydrase inhibitors: E7070, a sulfonamide anticancer agent, potently inhibits cytosolic isozymes I and II, and transmembrane, tumor-assoc... Bioorg Med Chem Lett. 2004 Jan 5;14(1):217-23.
22 Potential role of (124)I-girentuximab in the presurgical diagnosis of clear-cell renal cell cancer. Biologics. 2012;6:395-407.
23 Carbonic anhydrase inhibitors. Inhibition of isozymes I, II, IV, V, and IX with anions isosteric and isoelectronic with sulfate, nitrate, and carbo... Bioorg Med Chem Lett. 2005 Feb 1;15(3):567-71.
24 Therapeutic mechanism and efficacy of the antibody-drug conjugate BAY 79-4620 targeting human carbonic anhydrase 9. Mol Cancer Ther. 2012 Feb;11(2):340-9.
25 Application of monoclonal antibody G250 recognizing carbonic anhydrase IX in renal cell carcinoma. Int J Mol Sci. 2013 May 29;14(6):11402-23.
26 DNA methylome-wide alterations associated with estrogen receptor-dependent effects of bisphenols in breast cancer. Clin Epigenetics. 2019 Oct 10;11(1):138. doi: 10.1186/s13148-019-0725-y.
27 A transcriptome-based classifier to identify developmental toxicants by stem cell testing: design, validation and optimization for histone deacetylase inhibitors. Arch Toxicol. 2015 Sep;89(9):1599-618.
28 Comparison of HepG2 and HepaRG by whole-genome gene expression analysis for the purpose of chemical hazard identification. Toxicol Sci. 2010 May;115(1):66-79.
29 Human embryonic stem cell-derived test systems for developmental neurotoxicity: a transcriptomics approach. Arch Toxicol. 2013 Jan;87(1):123-43.
30 Bringing in vitro analysis closer to in vivo: studying doxorubicin toxicity and associated mechanisms in 3D human microtissues with PBPK-based dose modelling. Toxicol Lett. 2018 Sep 15;294:184-192.
31 Dose- and time-dependent transcriptional response of Ishikawa cells exposed to genistein. Toxicol Sci. 2016 May;151(1):71-87.
32 CCAT1 is an enhancer-templated RNA that predicts BET sensitivity in colorectal cancer. J Clin Invest. 2016 Feb;126(2):639-52.
33 Acute hypersensitivity of pluripotent testicular cancer-derived embryonal carcinoma to low-dose 5-aza deoxycytidine is associated with global DNA Damage-associated p53 activation, anti-pluripotency and DNA demethylation. PLoS One. 2012;7(12):e53003. doi: 10.1371/journal.pone.0053003. Epub 2012 Dec 27.
34 THC exposure of human iPSC neurons impacts genes associated with neuropsychiatric disorders. Transl Psychiatry. 2018 Apr 25;8(1):89. doi: 10.1038/s41398-018-0137-3.
35 Stem cell transcriptome responses and corresponding biomarkers that indicate the transition from adaptive responses to cytotoxicity. Chem Res Toxicol. 2017 Apr 17;30(4):905-922.
36 Identification of mechanisms of action of bisphenol a-induced human preadipocyte differentiation by transcriptional profiling. Obesity (Silver Spring). 2014 Nov;22(11):2333-43.
37 Prenatal arsenic exposure and the epigenome: identifying sites of 5-methylcytosine alterations that predict functional changes in gene expression in newborn cord blood and subsequent birth outcomes. Toxicol Sci. 2015 Jan;143(1):97-106. doi: 10.1093/toxsci/kfu210. Epub 2014 Oct 10.
38 Predictive toxicology using systemic biology and liver microfluidic "on chip" approaches: application to acetaminophen injury. Toxicol Appl Pharmacol. 2012 Mar 15;259(3):270-80.
39 Air pollution and DNA methylation alterations in lung cancer: A systematic and comparative study. Oncotarget. 2017 Jan 3;8(1):1369-1391. doi: 10.18632/oncotarget.13622.