General Information of Drug (ID: DMPJKRL)

Drug Name
BITHIONOL Drug Info
Synonyms
bithionol; 97-18-7; Actamer; Bithin; 2,2'-Thiobis(4,6-dichlorophenol); Lorothidol; Bitionol; Bithionol sulfide; Bisoxyphen; Bidiphen; Lorothiodol; Bitin; Nobacter; Bithionolate; Neopellis; Vancide BL; Usaf B-22; Bithional; Bithionolum; 2-Hydroxy-3,5-dichlorophenyl sulfide; TKhsd; Bis(2-hydroxy-3,5-dichlorophenyl) sulfide; Bis(3,5-dichloro-2-hydroxyphenyl) sulfide; 2,2'-sulfanediylbis(4,6-dichlorophenol); Caswell No. 852; Bitionol [INN-Spanish]; XL 7; Bithionolum [INN-Latin]; 2,2'-Dihydroxy-3,3',5,5'-tetrachlorodiphenyl sulfide
Indication
Disease Entry ICD 11 Status REF
Trematode infection 1F8Y Withdrawn from market [1]
Cross-matching ID
PubChem CID
2406
ChEBI ID
CHEBI:3131
CAS Number
CAS 97-18-7
TTD Drug ID
DMPJKRL
VARIDT Drug ID
DR00936

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DOT
Drug Status:
Clinical Trial Drug(s)
Patented Agent(s)
Approved Drug(s)
Drug(s) Targeting Calpain-2 (CAPN2)
Drug Name Drug ID Indication ICD 11 Highest Status REF
ABT-957 DMB9N4J Alzheimer disease 8A20 Phase 1 [4]
PMID25399719-Compound-17 DMRXKJZ N. A. N. A. Patented [5]
Epoxysuccinate derivative 9 DM49FU0 N. A. N. A. Patented [5]
Epoxysuccinate derivative 4 DMCF6M8 N. A. N. A. Patented [5]
Carboxamide derivative 7 DM8TQS4 N. A. N. A. Patented [5]
Epoxysuccinate derivative 7 DMTSPVF N. A. N. A. Patented [5]
Carboxamide derivative 10 DM5WMO9 N. A. N. A. Patented [5]
Carboxamide derivative 11 DM1DN94 N. A. N. A. Patented [5]
Carboxamide derivative 8 DM6HI34 N. A. N. A. Patented [5]
Epoxysuccinate derivative 10 DMYF39U N. A. N. A. Patented [5]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Obatoclax DMPF9ZM Solid tumour/cancer 2A00-2F9Z Phase 2 [6]
AZD5991 DM7QGHO Haematological malignancy 2B33.Y Phase 1 [7]
AMG 176 DM0Q7NO Acute myeloid leukaemia 2A60 Phase 1 [7]
PRT1419 DMIKE0O Melanoma 2C30 Phase 1 [8]
ABBV-467 DM87SM9 Multiple myeloma 2A83 Phase 1 [9]
MIK665 DMTUVCG Acute myeloid leukaemia 2A60 Phase 1 [10]
AMG 397 DM7CNTG Refractory hematologic malignancy 2A85.5 Phase 1 [11]
PMID27744724-Compound-18 DM73S2C N. A. N. A. Patented [12]
Indole-based analog 2 DM0NEVC N. A. N. A. Patented [12]
PMID27744724-Compound-10 DMFKS2P N. A. N. A. Patented [12]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Conjugated Estrogens DMLT0E1 Dyspareunia GA12 Approved [13]
Trilostane DMQZ9GF Cushing disease 5A70 Approved [14]
ARZOXIFENE DMOKCVI Breast cancer 2C60-2C65 Approved [15]
Estrogen DMGY0UT Menopause symptom GA30.0 Approved [16]
MF-101 DM8Z0I3 Hepatitis virus infection 1E50-1E51 Phase 3 [17]
Genistein DM0JETC Menopause symptom GA30.0 Phase 2/3 [18]
AUS-131 DMUXO3Z Hot flushes GA30 Phase 2 [19]
ERB-041 DMCEPUA Inflammatory bowel disease DD72 Phase 2 [20]
Erteberel DMU1XZD Prostate hyperplasia GA90 Phase 2 [21]
VG-101 DMAN21O Menopause symptom GA30.0 Phase 1/2 [22]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Targeting Estrogen receptor (ESR)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Tamoxifen DMLB0EZ Breast cancer 2C60-2C65 Approved [23]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [24]
Estrone DM5T6US Acne vulgaris ED80 Approved [24]
Estradiol Valerate DM8MC6O Hormone replacement therapy 8E01 Approved [14]
Estradiol Acetate DM07U2A Hormone replacement therapy 8E01 Approved [14]
Estradiol Cypionate DM27Z5T Hormone replacement therapy 8E01 Approved [14]
Ethinyl Estradiol DMODJ40 Acne vulgaris ED80 Approved [25]
Raloxifene DMDKF3M Osteoporosis FB83.0 Approved [26]
Ospemifene DMC4GEI Dyspareunia GA12 Approved [27]
Toremifene DMQYUWG Breast cancer 2C60-2C65 Approved [28]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [29]
Methotrexate DM2TEOL Anterior urethra cancer Approved [30]
Zidovudine DM4KI7O Human immunodeficiency virus infection 1C62 Approved [31]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [32]
Cidofovir DMA13GD Cytomegalovirus infection 1D82 Approved [33]
Paclitaxel DMLB81S Breast carcinoma Approved [34]
Floxuridine DM04LR2 Colorectal cancer 2B91.Z Approved [35]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [36]
Mechlorethamine DM0CVXA Chronic myelogenous leukaemia 2A20.0 Approved [37]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [38]
⏷ 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
Calpain-2 (CAPN2) TTG5QB7 CAN2_HUMAN Inhibitor [2]
Estrogen receptor (ESR) TTZAYWL ESR1_HUMAN Inhibitor [2]
Estrogen receptor beta (ESR2) TTOM3J0 ESR2_HUMAN Inhibitor [2]
Induced myeloid leukemia cell differentiation protein Mcl-1 (MCL1) TTL53M6 MCL1_HUMAN Inhibitor [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Cellular tumor antigen p53 (TP53) OTIE1VH3 P53_HUMAN Gene/Protein Processing [3]

References

1 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. (Ligand id: 2338).
2 In silico identification and biochemical evaluation of novel inhibitors of NRH:quinone oxidoreductase 2 (NQO2). Bioorg Med Chem Lett. 2010 Dec 15;20(24):7331-6.
3 Identification of environmental chemicals that activate p53 signaling after in vitro metabolic activation. Arch Toxicol. 2022 Jul;96(7):1975-1987. doi: 10.1007/s00204-022-03291-5. Epub 2022 Apr 18.
4 Interpreting expression profiles of cancers by genome-wide survey of breadth of expression in normal tissues. Genomics 2005 Aug;86(2):127-41.
5 An updated patent review of calpain inhibitors (2012 - 2014).Expert Opin Ther Pat. 2015 Jan;25(1):17-31.
6 Phase II study of obatoclax mesylate (GX15-070), a small-molecule BCL-2 family antagonist, for patients with myelofibrosis. Clin Lymphoma Myeloma Leuk. 2010 Aug;10(4):285-9.
7 Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA)
8 Clinical pipeline report, company report or official report of Prelude Therapeutics.
9 Clinical pipeline report, company report or official report of AbbVie.
10 MCL1 inhibitors S63845/MIK665 plus Navitoclax synergistically kill difficult-to-treat melanoma cells. Cell Death Dis. 2020 Jun 8;11(6):443.
11 Clinical pipeline report, company report or official report of Amgen.
12 Mcl-1 inhibitors: a patent review.Expert Opin Ther Pat. 2017 Feb;27(2):163-178.
13 Differential biochemical and cellular actions of Premarin estrogens: distinct pharmacology of bazedoxifene-conjugated estrogens combination. Mol Endocrinol. 2009 Jan;23(1):74-85.
14 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
15 Benzothiophene selective estrogen receptor modulators with modulated oxidative activity and receptor affinity. J Med Chem. 2007 May 31;50(11):2682-92.
16 Estrogen inhibits the vascular injury response in estrogen receptor beta-deficient female mice. Proc Natl Acad Sci U S A. 1999 Dec 21;96(26):15133-6.
17 MF101, a selective estrogen receptor beta modulator for the treatment of menopausal hot flushes: a phase II clinical trial. Menopause. 2009 May-Jun;16(3):458-65.
18 Company report (Axcentua)
19 S-equol, a potent ligand for estrogen receptor beta, is the exclusive enantiomeric form of the soy isoflavone metabolite produced by human intestinal bacterial flora. Am J Clin Nutr. 2005 May;81(5):1072-9.
20 Erb-041, an estrogen receptor-beta agonist, inhibits skin photocarcinogenesis in SKH-1 hairless mice by downregulating the WNT signaling pathway. Cancer Prev Res (Phila). 2014 Feb;7(2):186-98.
21 Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800031986)
22 Update on alternative therapies for vulvovaginal atrophy. Patient Prefer Adherence. 2011; 5: 533-536.
23 Modulators of vascular sex hormone receptors and their effects in estrogen-deficiency states associated with menopause. Recent Pat Cardiovasc Drug Discov. 2008 Nov;3(3):165-86.
24 Reprint of Are all estrogens the same Maturitas. 2008 Sep-Oct;61(1-2):195-201.
25 17alpha-Ethinylestradiol hinders nucleotide excision repair in zebrafish liver cells. Aquat Toxicol. 2009 Dec 13;95(4):273-8.
26 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: 620).
27 Clinical pipeline report, company report or official report of Shionogi (2011).
28 Effect of selective estrogen receptor modulators on cell proliferation and estrogen receptor activities in normal human prostate stromal and epithe... Prostate Cancer Prostatic Dis. 2009;12(4):375-81.
29 p53-R175H mutant gains new function in regulation of doxorubicin-induced apoptosis. Int J Cancer. 2005 Apr 10;114(3):331-6. doi: 10.1002/ijc.20818.
30 The contribution of methotrexate exposure and host factors on transcriptional variance in human liver. Toxicol Sci. 2007 Jun;97(2):582-94.
31 Azidothymidine and cisplatin increase p14ARF expression in OVCAR-3 ovarian cancer cell line. Toxicol Appl Pharmacol. 2006 Oct 1;216(1):89-97. doi: 10.1016/j.taap.2006.04.015. Epub 2006 May 19.
32 Quantitative analysis of gene expression changes in response to genotoxic compounds. Toxicol In Vitro. 2017 Mar;39:15-28. doi: 10.1016/j.tiv.2016.11.004. Epub 2016 Nov 5.
33 Induction of apoptosis by cidofovir in human papillomavirus (HPV)-positive cells. Oncol Res. 2000;12(9-10):397-408. doi: 10.3727/096504001108747855.
34 Gallic acid potentiates the apoptotic effect of paclitaxel and carboplatin via overexpression of Bax and P53 on the MCF-7 human breast cancer cell line. J Biochem Mol Toxicol. 2021 Feb;35(2):e22638. doi: 10.1002/jbt.22638. Epub 2020 Oct 1.
35 Regulation of human dUTPase gene expression and p53-mediated transcriptional repression in response to oxaliplatin-induced DNA damage. Nucleic Acids Res. 2009 Jan;37(1):78-95. doi: 10.1093/nar/gkn910. Epub 2008 Nov 16.
36 Role of miRNA in the regulation of cannabidiol-mediated apoptosis in neuroblastoma cells. Oncotarget. 2019 Jan 1;10(1):45-59. doi: 10.18632/oncotarget.26534. eCollection 2019 Jan 1.
37 Nitrogen Mustard Alkylates and Cross-Links p53 in Human Keratinocytes. Chem Res Toxicol. 2022 Apr 18;35(4):636-650. doi: 10.1021/acs.chemrestox.1c00420. Epub 2022 Mar 21.
38 Fulvestrant induces resistance by modulating GPER and CDK6 expression: implication of methyltransferases, deacetylases and the hSWI/SNF chromatin remodelling complex. Br J Cancer. 2013 Nov 12;109(10):2751-62. doi: 10.1038/bjc.2013.583. Epub 2013 Oct 29.