sulofenur: a diarylsulfonylurea [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
ID Source | ID |
---|---|
PubMed CID | 60417 |
CHEMBL ID | 7643 |
SCHEMBL ID | 4174 |
MeSH ID | M0162382 |
Synonym |
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NCI60_019612 |
NCI60_014449 |
ly-186641 |
n-(4-chlorophenylaminocarbonyl)indane-5-sulfonamide |
n-(5-indansulfonyl)-n'-(4-chlorophenyl)urea |
ly 186641 |
ly186641 |
1-(p-chlorophenyl)-3-(5-indanylsulfonyl)urea |
1h-indene-5-sulfonamide, n-(((4-chlorophenyl)amino)carbonyl)-2,3-dihydro- |
1h-indene-5-sulfonamide, 2,3-dihydro-n-(((4-chlorophenyl)amino)carbonyl)- |
sulofenurum [inn-latin] |
brn 4205979 |
nsc-642684 |
nsc642684 |
nsc-645012 |
nsc656667 |
sulofenur |
nsc-656667 |
nsc645012 |
1-(4-chlorophenyl)-3-indan-5-ylsulfonyl-urea |
n-(indanyl-5-sulfonyl)-n'-(4-chlorophenyl)urea |
110311-27-8 |
sulofenur (usan/inn) |
D05968 |
1-(4-chlorophenyl)-3-(2,3-dihydro-1h-inden-5-ylsulfonyl)urea |
CHEMBL7643 |
unii-z45n070n3s |
sulofenurum |
z45n070n3s , |
sulofenur [usan:inn:ban] |
SCHEMBL4174 |
sulofenur [mart.] |
sulofenur [usan] |
sulofenur [inn] |
n-[[(4-chlorophenyl)amino]carbonyl]-indan-5-sulfonamide |
n-([(4-chlorophenyl)amino]carbonyl)-2,3-dihydro-1h-indene-5-sulfonamide |
JQJSFAJISYZPER-UHFFFAOYSA-N |
nsc 642684; nsc 645012; nsc 656667 |
DTXSID20149208 |
BCP23826 |
ly186641; ly-186641; ly 186641 |
n-((4-chlorophenyl)carbamoyl)-2,3-dihydro-1h-indene-5-sulfonamide |
oleylmyristate |
Q27294971 |
Sulofenur is a novel diarylsulfonylurea with proven anti-tumor activity in murine tumor models. It is being tested in patients with advanced epithelial ovarian cancer refractory to standard chemotherapy.
Excerpt | Reference | Relevance |
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"Sulofenur is a member of a new class of antineoplastic agents with a novel chemical structure and unique pharmacological and biological properties. " | ( Phase II study of sulofenur (LY 186641). A novel antineoplastic agent in advanced non-small cell lung cancer. Einhorn, LH; Fossella, F; Lippman, SM; Munshi, NC; Seitz, DE, 1993) | 2.06 |
"Sulofenur is a novel diarylsulfonylurea with proven anti-tumor activity in murine tumor models. " | ( A phase II study of sulofenur (LY186641) in gastric cancer. Coleman, R; Hatty, S; Kamthan, A; Peters, B; Scarffe, JH; Smyth, JF; Walling, J, 1992) | 2.05 |
"Sulofenur is a diarylsulfonylurea with demonstrated antitumor activity in patients with advanced epithelial ovarian cancer refractory to standard chemotherapy. " | ( Antitumor activity and clinical pharmacology of sulofenur in ovarian cancer. Alberts, DS; Grindey, GB; Hamilton, M; Matzner, M; McCloskey, TM; Peng, YM; Plezia, PM; Roe, DJ; Seitz, D; Taylor, CW, 1992) | 1.98 |
Excerpt | Reference | Relevance |
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"Sulofenur has been evaluated in phase I and II trials in adults with a variety of solid tumors, but the toxicity and maximum tolerated dose of sulofenur in children and adolescents have not been determined." | ( A phase I study of sulofenur in refractory pediatric malignant solid tumors. Avery, L; Bowman, LC; Luo, X; Marina, N; Meyer, WH; Pappo, A; Pratt, CB, 1995) | 1.34 |
Excerpt | Reference | Relevance |
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"Sulofenur treatment (12.5 microM-1 mM) of colon adenocarcinoma cell lines resulted in dose- and time-dependent cell killing. " | ( Sulofenur cytotoxicity and changes in cytosolic calcium and mitochondrial membrane potential in human colon adenocarcinoma cell lines. Berezesky, IK; Boder, GB; Jain, PT; Phelps, PC; Trump, BF, 1995) | 3.18 |
Excerpt | Reference | Relevance |
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" Both drugs were more toxic to the tumorigenic cells than to the normal cells, but LY295501 was significantly more toxic to both cells." | ( Studies on the mechanism of sulofenur and LY295501 toxicity: effect on the regulation of cytosolic calcium in relation to cytotoxicity in normal and tumorigenic rat kidney cell lines. Berezesky, IK; Best, CJ; Boder, GB; Merriman, RL; Phelps, PC; Tanzer, LR; Trump, BF, 1995) | 0.59 |
" No nucleosomal ladders were detected in quiescent cells during exposure to toxic concentrations of drug (IC90), or after removal of ISCU and addition of serum to stimulate growth." | ( Proliferation-dependent and -independent cytotoxicity by antitumor diarylsulfonylureas. Indication of multiple mechanisms of drug action. Germain, GS; Harwood, FC; Houghton, PJ; Sosinski, J; Thakar, JH, 1993) | 0.29 |
Excerpt | Reference | Relevance |
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" In all species, sulofenur was well absorbed after an oral dose, but over a prolonged period, and sulofenur exhibited a fairly long half-life of elimination from plasma." | ( Pharmacokinetics of the anticancer agent sulofenur in mice, rats, monkeys, and dogs. Bewley, JR; Cornpropst, D; Ehlhardt, WJ; Grindey, GB; Hamilton, C; Hamilton, M; Sullivan, HR; Wood, PG; Woodland, JM; Worzalla, JF, 1993) | 0.89 |
Sulofenur (I) is well absorbed in both monkey and human. practically all of the excreted radiolabel from an oral dose is in the urine.
Excerpt | Reference | Relevance |
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" Further studies that attempt to increase the bioavailability and improve the therapeutic index are warranted." | ( A phase II study of sulofenur, a novel sulfonylurea, in recurrent epithelial ovarian cancer. Hardy, J; Hatty, S; O'Brien, ME; Peters, B; Tan, S; Walling, J; Wiltshaw, E, 1992) | 0.61 |
" Sulofenur (I) is well absorbed in both monkey and human; practically all of the excreted radiolabel from an oral dose is in the urine." | ( Metabolism and disposition of the anticancer agent sulofenur in mouse, rat, monkey, and human. Ehlhardt, WJ, ) | 1.29 |
" In all species, sulofenur was well absorbed after an oral dose, but over a prolonged period, and sulofenur exhibited a fairly long half-life of elimination from plasma." | ( Pharmacokinetics of the anticancer agent sulofenur in mice, rats, monkeys, and dogs. Bewley, JR; Cornpropst, D; Ehlhardt, WJ; Grindey, GB; Hamilton, C; Hamilton, M; Sullivan, HR; Wood, PG; Woodland, JM; Worzalla, JF, 1993) | 0.89 |
Excerpt | Relevance | Reference |
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" A maximum tolerated daily dosage was not defined, as methemoglobinemia was noted with each dosage level." | ( A phase I study of sulofenur in refractory pediatric malignant solid tumors. Avery, L; Bowman, LC; Luo, X; Marina, N; Meyer, WH; Pappo, A; Pratt, CB, 1995) | 0.62 |
" In conclusion although sulofenur had only minor side effects, in the dosage and schedule used, it did not produce any significant response in advanced non-small cell lung cancer." | ( Phase II study of sulofenur (LY 186641). A novel antineoplastic agent in advanced non-small cell lung cancer. Einhorn, LH; Fossella, F; Lippman, SM; Munshi, NC; Seitz, DE, 1993) | 0.93 |
" The dosage chosen on the basis of pre-clinical and phase I studies was 700 mg/m2 given orally once daily for 14 days, with treatments being repeated every 3 weeks." | ( Phase II trial of the novel sulphonylurea sulofenur in advanced breast cancer. Button, D; Nicolson, MC; Powles, TJ; Smith, IE; Talbot, DC; Walling, J, 1993) | 0.55 |
" In general, several analogs demonstrated excellent growth inhibitory activity in the 6C3HED model when dosed orally or intraperitoneally." | ( Sulfonimidamide analogs of oncolytic sulfonylureas. Bewley, JR; Boder, GB; Ehlhardt, WJ; Gates, SB; Grindey, GB; Klingerman, KK; Ray, JE; Rinzel, SM; Schultz, RM; Toth, JE; Weir, LC; Worzalla, JF, 1997) | 0.3 |
" The initial dosage was 250 mg/m2 escalating to 700 mg/m2 daily with no dose modification for the individual patient at any given dose level; 38 patients with advanced solid malignant tumours were enrolled." | ( Early clinical investigation of sulofenur with a daily schedule in advanced solid tumours. Andersen, E; Andersen, H; Hansen, HH; Krarup-Hansen, A; Pedersen, H, 1997) | 0.58 |
" Both types of assayed compounds, the N-(2-pyridylsulfonyl)urea and N-(2-pyridylsulfenyl)urea derivatives, inhibited by 50% the growth of the CCRF-CEM cell line at a dosage near to 1 microM." | ( Synthesis and cytotoxic activity of N-(2-pyridylsulfenyl)urea derivatives. A new class of potential antineoplastic agents. Arteaga, C; Encío, I; Gil, MJ; González, A; Mañú, MA; Martínez-Merino, V; Migliaccio, M, 1999) | 0.3 |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID103635 | Antitumor activity in vivo expressed as percent of inhibition in Lewis-lung carcinoma cell line | 1990 | Journal of medicinal chemistry, Sep, Volume: 33, Issue:9 | Novel agents effective against solid tumors: the diarylsulfonylureas. Synthesis, activities, and analysis of quantitative structure-activity relationships. |
AID1079937 | Severe hepatitis, defined as possibly life-threatening liver failure or through clinical observations. Value is number of references indexed. [column 'MASS' in source] | |||
AID117211 | In vivo antitumor activity against subaxillary implanted 6C3HED lymphosarcoma implanted in C3H mice at a dose of 150 mg/kg administered perorally twice daily for a period of 8 days. | 1997 | Journal of medicinal chemistry, Mar-14, Volume: 40, Issue:6 | Sulfonimidamide analogs of oncolytic sulfonylureas. |
AID1079935 | Cytolytic liver toxicity, either proven histopathologically or where the ratio of maximal ALT or AST activity above normal to that of Alkaline Phosphatase is > 5 (see ACUTE). Value is number of references indexed. [column 'CYTOL' in source] | |||
AID1079933 | Acute liver toxicity defined via clinical observations and clear clinical-chemistry results: serum ALT or AST activity > 6 N or serum alkaline phosphatases activity > 1.7 N. This category includes cytolytic, choleostatic and mixed liver toxicity. Value is | |||
AID1079948 | Times to onset, minimal and maximal, observed in the indexed observations. [column 'DELAI' in source] | |||
AID1079946 | Presence of at least one case with successful reintroduction. [column 'REINT' in source] | |||
AID1079938 | Chronic liver disease either proven histopathologically, or through a chonic elevation of serum amino-transferase activity after 6 months. Value is number of references indexed. [column 'CHRON' in source] | |||
AID43977 | Antitumor activity in vivo expressed as percent of inhibition in C3H-mammary adenocarcinoma cell line; 95-100% inhibition | 1990 | Journal of medicinal chemistry, Sep, Volume: 33, Issue:9 | Novel agents effective against solid tumors: the diarylsulfonylureas. Synthesis, activities, and analysis of quantitative structure-activity relationships. |
AID1079944 | Benign tumor, proven histopathologically. Value is number of references indexed. [column 'T.BEN' in source] | |||
AID8666 | Cytotoxicity against human lung carcinoma A549 cell line using MTT assay | 1998 | Bioorganic & medicinal chemistry letters, Jun-16, Volume: 8, Issue:12 | Synthesis and antitumor activity of 4-phenyl-1-arylsulfonyl imidazolidinones. |
AID38317 | Antitumor activity in vivo expressed as percent of inhibition in B-16-melanoma (solid) cell line | 1990 | Journal of medicinal chemistry, Sep, Volume: 33, Issue:9 | Novel agents effective against solid tumors: the diarylsulfonylureas. Synthesis, activities, and analysis of quantitative structure-activity relationships. |
AID111010 | Metabolic breakdown to the o-sulfate of p-chloroaniline (2-amino-5-chlorophenyl sulfate) by giving 100 mg/kg oral doses of the compound | 1997 | Journal of medicinal chemistry, Mar-14, Volume: 40, Issue:6 | Sulfonimidamide analogs of oncolytic sulfonylureas. |
AID1079947 | Comments (NB not yet translated). [column 'COMMENTAIRES' in source] | |||
AID153377 | Antitumor activity in vivo and the activity was determined as percent increase in life span determined against P388-lymphocytic leukemia tumor cell lines; 50-99 % | 1990 | Journal of medicinal chemistry, Sep, Volume: 33, Issue:9 | Novel agents effective against solid tumors: the diarylsulfonylureas. Synthesis, activities, and analysis of quantitative structure-activity relationships. |
AID94802 | Cytotoxicity against human chronic myelogenous leukemia (K562) cell line using MTT assay | 1998 | Bioorganic & medicinal chemistry letters, Jun-16, Volume: 8, Issue:12 | Synthesis and antitumor activity of 4-phenyl-1-arylsulfonyl imidazolidinones. |
AID1079943 | Malignant tumor, proven histopathologically. Value is number of references indexed. [column 'T.MAL' in source] | |||
AID608341 | Anticancer activity against human KATO III cells by MTT assay | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Structure--activity relationship studies of novel arylsulfonylimidazolidinones for their anticancer activity. |
AID608340 | Anticancer activity against human COLO205 cells by MTT assay | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Structure--activity relationship studies of novel arylsulfonylimidazolidinones for their anticancer activity. |
AID106647 | Antitumor activity in vivo expressed as percent of inhibition in Madison-lung carcinoma cell line; 80-94% inhibition | 1990 | Journal of medicinal chemistry, Sep, Volume: 33, Issue:9 | Novel agents effective against solid tumors: the diarylsulfonylureas. Synthesis, activities, and analysis of quantitative structure-activity relationships. |
AID1079932 | Highest frequency of moderate liver toxicity observed during clinical trials, expressed as a percentage. [column '% BIOL' in source] | |||
AID1079942 | Steatosis, proven histopathologically. Value is number of references indexed. [column 'STEAT' in source] | |||
AID608344 | Anticancer activity against mouse P388D1 cells by MTT assay | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Structure--activity relationship studies of novel arylsulfonylimidazolidinones for their anticancer activity. |
AID1079939 | Cirrhosis, proven histopathologically. Value is number of references indexed. [column 'CIRRH' in source] | |||
AID43703 | Cytotoxicity against CCRF-CEM lymphocytic leukemia cell line | 1999 | Bioorganic & medicinal chemistry letters, Aug-16, Volume: 9, Issue:16 | Synthesis and cytotoxic activity of N-(2-pyridylsulfenyl)urea derivatives. A new class of potential antineoplastic agents. |
AID1079949 | Proposed mechanism(s) of liver damage. [column 'MEC' in source] | |||
AID42420 | Antitumor activity in vivo expressed as percent of inhibition in CA-755-mammary adenocarcinoma tumor cell line; 95-100% inhibition | 1990 | Journal of medicinal chemistry, Sep, Volume: 33, Issue:9 | Novel agents effective against solid tumors: the diarylsulfonylureas. Synthesis, activities, and analysis of quantitative structure-activity relationships. |
AID189673 | Hypoglycemic activity expressed as (Maximum reduction in blood glucose in mg/dL relative to predosing glucose level)/(time in hours at which maximum reduction occurred) | 1990 | Journal of medicinal chemistry, Sep, Volume: 33, Issue:9 | Novel agents effective against solid tumors: the diarylsulfonylureas. Synthesis, activities, and analysis of quantitative structure-activity relationships. |
AID7270 | Antitumor activity in vivo against the 6C3HED lymphosarcoma, dosed for 10 days at 300 mg/kg | 1990 | Journal of medicinal chemistry, Sep, Volume: 33, Issue:9 | Novel agents effective against solid tumors: the diarylsulfonylureas. Synthesis, activities, and analysis of quantitative structure-activity relationships. |
AID1079940 | Granulomatous liver disease, proven histopathologically. Value is number of references indexed. [column 'GRAN' in source] | |||
AID202502 | Cytotoxicity against human ovarian adenocarcinoma (SK-OV-3) cell line using MTT assay | 1998 | Bioorganic & medicinal chemistry letters, Jun-16, Volume: 8, Issue:12 | Synthesis and antitumor activity of 4-phenyl-1-arylsulfonyl imidazolidinones. |
AID7290 | Antitumor activity in vivo expressed as percent of inhibition in 6C3HED-lymphosarcoma tumor cell line; 95-100% inhibition | 1990 | Journal of medicinal chemistry, Sep, Volume: 33, Issue:9 | Novel agents effective against solid tumors: the diarylsulfonylureas. Synthesis, activities, and analysis of quantitative structure-activity relationships. |
AID103159 | Antitumor activity in vivo expressed as percent of inhibition in M-5-ovarian carcinoma cell line; 95-100% inhibition | 1990 | Journal of medicinal chemistry, Sep, Volume: 33, Issue:9 | Novel agents effective against solid tumors: the diarylsulfonylureas. Synthesis, activities, and analysis of quantitative structure-activity relationships. |
AID44602 | Antitumor activity in vivo expressed as percent of inhibition in C-26-colon carcinoma cell line; 95-100% inhibition | 1990 | Journal of medicinal chemistry, Sep, Volume: 33, Issue:9 | Novel agents effective against solid tumors: the diarylsulfonylureas. Synthesis, activities, and analysis of quantitative structure-activity relationships. |
AID608339 | Anticancer activity against human A549 cells by MTT assay | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Structure--activity relationship studies of novel arylsulfonylimidazolidinones for their anticancer activity. |
AID1079941 | Liver damage due to vascular disease: peliosis hepatitis, hepatic veno-occlusive disease, Budd-Chiari syndrome. Value is number of references indexed. [column 'VASC' in source] | |||
AID219580 | Antitumor activity in vivo expressed as percent of inhibition in X5563-plasma cell myeloma cell line; 60-79 % inhibition | 1990 | Journal of medicinal chemistry, Sep, Volume: 33, Issue:9 | Novel agents effective against solid tumors: the diarylsulfonylureas. Synthesis, activities, and analysis of quantitative structure-activity relationships. |
AID25331 | Affinity constant was determined along with the o-sulfate of p-chloroaniline (2-amino-5-chlorophenyl sulfate) | 1997 | Journal of medicinal chemistry, Mar-14, Volume: 40, Issue:6 | Sulfonimidamide analogs of oncolytic sulfonylureas. |
AID1079931 | Moderate liver toxicity, defined via clinical-chemistry results: ALT or AST serum activity 6 times the normal upper limit (N) or alkaline phosphatase serum activity of 1.7 N. Value is number of references indexed. [column 'BIOL' in source] | |||
AID608343 | Anticancer activity against human SKOV3 cells by MTT assay | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Structure--activity relationship studies of novel arylsulfonylimidazolidinones for their anticancer activity. |
AID1079936 | Choleostatic liver toxicity, either proven histopathologically or where the ratio of maximal ALT or AST activity above normal to that of Alkaline Phosphatase is < 2 (see ACUTE). Value is number of references indexed. [column 'CHOLE' in source] | |||
AID44016 | Concentration required to inhibit growth of CCRF-CEM cells in culture for 72 hr to 50% of control growth | 1990 | Journal of medicinal chemistry, Sep, Volume: 33, Issue:9 | Novel agents effective against solid tumors: the diarylsulfonylureas. Synthesis, activities, and analysis of quantitative structure-activity relationships. |
AID43708 | In vitro cytotoxicity against CCRF-CEM cells | 1997 | Journal of medicinal chemistry, Mar-14, Volume: 40, Issue:6 | Sulfonimidamide analogs of oncolytic sulfonylureas. |
AID1079945 | Animal toxicity known. [column 'TOXIC' in source] | |||
AID608342 | Anticancer activity against human K562 cells by MTT assay | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Structure--activity relationship studies of novel arylsulfonylimidazolidinones for their anticancer activity. |
AID1079934 | Highest frequency of acute liver toxicity observed during clinical trials, expressed as a percentage. [column '% AIGUE' in source] | |||
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 5 (9.80) | 18.7374 |
1990's | 36 (70.59) | 18.2507 |
2000's | 2 (3.92) | 29.6817 |
2010's | 2 (3.92) | 24.3611 |
2020's | 6 (11.76) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.
| This Compound (16.36) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 15 (25.86%) | 5.53% |
Reviews | 3 (5.17%) | 6.00% |
Case Studies | 1 (1.72%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 39 (67.24%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |