Page last updated: 2024-11-10

laromustine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

laromustine: has antineoplastic activity [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID3081349
CHEMBL ID167691
SCHEMBL ID2416976
MeSH IDM0535286

Synonyms (35)

Synonym
unii-14j2g0u3nq
14j2g0u3nq ,
2'-(2-chloroethyl)-n-methyl-1',2'-bis(methylsulfonyl)carbamohydrazide
nsc 734246
laromustine [usan:inn]
101m
onrigin
vnp-40101m
laromustine
cloretazine
methanesulfonic acid, 1-(2-chloroethyl)-2-((methylamino)carbonyl)-2-(methylsulfonyl)hydrazide
vnp 40101m
vnp40101m
1,2-bis(methylsulfonyl)-1-(2-chloroethyl)-2-[(methylamino) carbonyl]hydrazine
173424-77-6
nsc-734246
nsc734246
1,2-bis(methylsulfonyl)-1-(2-chloroethyl)-2-((2-methylamino)carbonyl)hydrazine
D08939
laromustine (usan)
1-[2-chloroethyl(methylsulfonyl)amino]-3-methyl-1-methylsulfonylurea
laromustin
CHEMBL167691
DB05817
laromustine [mi]
1,2-bis(methylsulfonyl)-1-(2-chloroethyl)-2-((methylamino)carbonyl)hydrazine
laromustine [usan]
laromustine [mart.]
laromustine [who-dd]
2-(2-chloroethyl)-n-methyl-1,2-bis(methylsulfonyl)hydrazinecarboxamide
laromustine [inn]
PVCULFYROUOVGJ-UHFFFAOYSA-N
SCHEMBL2416976
DTXSID30169614
Q26841309

Research Excerpts

Overview

Laromustine is a prodrug that yields a chloroethylating compound and a carbamoylating compound. It is a sulfonylhdrazine alkylator with significant antileukemia activity.

ExcerptReferenceRelevance
"Laromustine is a prodrug that yields a chloroethylating compound (VNP-4090-CE) and a carbamoylating compound (methyl isocyanate)."( Laromustine, a sulfonyl hydrolyzing alkylating prodrug for cancer therapy.
Pigneux, A, 2009
)
2.52
"Laromustine is a sulfonylhdrazine alkylator with significant antileukemia activity. "( Phase 3 randomized, placebo-controlled, double-blind study of high-dose continuous infusion cytarabine alone or with laromustine (VNP40101M) in patients with acute myeloid leukemia in first relapse.
Albitar, M; Boskovic, D; Brandwein, J; Cahill, A; DeAngelo, D; Giles, F; Kell, J; O'Brien, S; Pigneux, A; Robak, T; Seiter, K; Staib, P; Stock, W; Stuart, R; Tallman, M; Thomas, X; Vey, N, 2009
)
2

Effects

Laromustine has significant activity in both older patients with previously untreated acute myeloid leukemia or high-risk myelodysplastic syndrome. It has limited extramedullary toxicity.

ExcerptReferenceRelevance
"Laromustine has limited extramedullary toxicity."( Laromustine (cloretazine).
Giles, F; Vey, N, 2010
)
2.52
"Laromustine has significant activity in AML. "( Laromustine (cloretazine).
Giles, F; Vey, N, 2010
)
3.25
"Laromustine has significant activity in both older patients with previously untreated acute myeloid leukemia or high-risk myelodysplastic syndrome, including those with very poor-risk disease, and in patients with relapsed disease."( Clinical activity of laromustine (Onrigin™) in hematologic malignancies.
Alvarado, Y; Giles, FJ; Kelly, KR; Swords, R, 2009
)
1.39

Pharmacokinetics

ExcerptReferenceRelevance
" As alkylating agents are important antileukemia drugs, a Phase I and pharmacokinetic study of VNP40101M was conducted in patients with refractory or relapsed leukemias or poor-risk myelodysplastic syndromes (MDS)."( A Phase I and pharmacokinetic study of VNP40101M, a novel sulfonylhydrazine alkylating agent, in patients with refractory leukemia.
Andreeff, M; Beran, M; Cahill, A; Clairmont, C; Cortes, J; Faderl, S; Ferrajoli, A; Garcia-Manero, G; Giles, F; Jeha, S; Kantarjian, H; Koller, C; Sznol, M; Thomas, D; Verstovsek, S, 2004
)
0.32
" Pharmacokinetic parameters were assessed in the first cycle and any cycle with a change in dose."( A phase I and pharmacokinetic study of VNP40101M, a new alkylating agent, in patients with advanced or metastatic cancer.
Chu, E; Clairmont, C; Egorin, M; Kummar, S; Modiano, M; Murren, J; Sznol, M, 2005
)
0.33
" The elimination half-life was short and estimated to be approximately 15 minutes."( A phase I and pharmacokinetic study of VNP40101M, a new alkylating agent, in patients with advanced or metastatic cancer.
Chu, E; Clairmont, C; Egorin, M; Kummar, S; Modiano, M; Murren, J; Sznol, M, 2005
)
0.33

Compound-Compound Interactions

Laromustine is a novel sulfonylhydrazine alkylating agent with significant antileukaemic activity, alone, or combined with cytarabine or daunorubicin.

ExcerptReferenceRelevance
" A phase I study of cloretazine combined with cytarabine (1-beta-d-arabinofuranosylcytosine, ara-C) was conducted in patients with refractory disease."( Phase I study of cloretazine (VNP40101M), a novel sulfonylhydrazine alkylating agent, combined with cytarabine in patients with refractory leukemia.
Albitar, M; Cahill, A; Cortes, J; Faderl, S; Ferrajoli, A; Garcia-Manero, G; Gerson, S; Giles, F; Jabbour, E; Kantarjian, H; Karsten, V; Kornblau, S; O'Brien, S; Ravandi, F; Sznol, M; Thomas, D; Verstovsek, S; Yee, K, 2005
)
0.33
" Dose-limiting toxicities (gastrointestinal and myelosuppression) were seen with 500 and 600 mg/m(2) of cloretazine combined with the 4-day ara-C schedule but not seen with the 3-day schedule."( Phase I study of cloretazine (VNP40101M), a novel sulfonylhydrazine alkylating agent, combined with cytarabine in patients with refractory leukemia.
Albitar, M; Cahill, A; Cortes, J; Faderl, S; Ferrajoli, A; Garcia-Manero, G; Gerson, S; Giles, F; Jabbour, E; Kantarjian, H; Karsten, V; Kornblau, S; O'Brien, S; Ravandi, F; Sznol, M; Thomas, D; Verstovsek, S; Yee, K, 2005
)
0.33
" In this study, Cloretazine was evaluated both as a monotherapy and in combination with fludarabine in murine tumor and human tumor xenograft models."( Anti-tumor efficacy of Cloretazine (VNP40101M) alone and in combination with fludarabine in murine tumor and human xenograft tumor models.
King, I; Li, Z; Liu, L; Song, BL; Zheng, LM, 2007
)
0.34
"We have investigated the effect of cloretazine (VNP40101M or Laromustine), a novel sulfonylhydrazine alkylating agent with significant antileukaemic activity, alone, or combined with cytarabine or daunorubicin, on the proliferation, viability and apoptosis of cell lines and acute myeloid leukaemia blast cells in vitro."( Effect of cloretazine (VNP40101M) on acute myeloid leukaemia blast cells in vitro as a single agent and combined with cytarabine and daunorubicin.
Adams, JA; Liu Yin, JA; Morris, KL, 2009
)
0.59
"These studies explored questions related to the potential use of Laromustine in the treatment of solid tumors and in combination with radiotherapy."( Preclinical evaluation of Laromustine for use in combination with radiation therapy in the treatment of solid tumors.
Akintujoye, OM; Baumann, RP; Glazer, PM; Ishiguro, K; Liu, Y; Penketh, PG; Rockwell, S; Sartorelli, AC; Seow, HA; Shyam, K, 2012
)
0.92

Dosage Studied

ExcerptRelevanceReference
" Although significant activity was seen, safety and optimal dosing in combination regimen remain to be established and are now being investigated."( Laromustine (cloretazine).
Giles, F; Vey, N, 2010
)
1.8
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (12)

Assay IDTitleYearJournalArticle
AID110613Average percent change in body weight from onset to termination of therapy at dose 10(mg/kg)1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
Antitumor 2-(aminocarbonyl)-1,2-bis(methylsulfonyl)-1-(2-chloroethyl)- hydrazines.
AID733208Cytotoxicity against human DU145 cells expressing AGT after 4 to 24 hrs by clonogenic assay2013Bioorganic & medicinal chemistry letters, Mar-15, Volume: 23, Issue:6
Chloroethylating and methylating dual function antineoplastic agents display superior cytotoxicity against repair proficient tumor cells.
AID733210Cytotoxicity against mouse AGT negative EMT6 cells under aerobic conditions after 4 to 24 hrs by clonogenic assay2013Bioorganic & medicinal chemistry letters, Mar-15, Volume: 23, Issue:6
Chloroethylating and methylating dual function antineoplastic agents display superior cytotoxicity against repair proficient tumor cells.
AID733205Cytotoxicity against human DU145 cells expressing AGT at 10 to 80 uM after 4 hrs by clonogenic assay2013Bioorganic & medicinal chemistry letters, Mar-15, Volume: 23, Issue:6
Chloroethylating and methylating dual function antineoplastic agents display superior cytotoxicity against repair proficient tumor cells.
AID110615Average percent change in body weight from onset to termination of therapy at dose 15(mg/kg)1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
Antitumor 2-(aminocarbonyl)-1,2-bis(methylsulfonyl)-1-(2-chloroethyl)- hydrazines.
AID733204Binding affinity to mouse L1210 cell DNA assessed as DNA cross-linking activity at 10 to 50 uM using H33258 dye by rapid DNA renaturation assay2013Bioorganic & medicinal chemistry letters, Mar-15, Volume: 23, Issue:6
Chloroethylating and methylating dual function antineoplastic agents display superior cytotoxicity against repair proficient tumor cells.
AID121746%60 day survivors were determined for the compound as the mouse surviving after the 60 day treatment at dose 5 mg/kg1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
Antitumor 2-(aminocarbonyl)-1,2-bis(methylsulfonyl)-1-(2-chloroethyl)- hydrazines.
AID120019Average survival time of treated /control mice*100 was determined at a daily dose of 5 mg/kg1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
Antitumor 2-(aminocarbonyl)-1,2-bis(methylsulfonyl)-1-(2-chloroethyl)- hydrazines.
AID733201Cytotoxicity against human DU145 cells expressing AGT after 4 to 24 hrs by clonogenic assay in presence of 100 uM of AGT inhibitor O6-BG2013Bioorganic & medicinal chemistry letters, Mar-15, Volume: 23, Issue:6
Chloroethylating and methylating dual function antineoplastic agents display superior cytotoxicity against repair proficient tumor cells.
AID121740%60 day survivors were determined for the compound as the mouse surviving after the 60 day treatment at dose 10 mg/kg1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
Antitumor 2-(aminocarbonyl)-1,2-bis(methylsulfonyl)-1-(2-chloroethyl)- hydrazines.
AID121742%60 day survivors were determined for the compound as the mouse surviving after the 60 day treatment at dose 15 mg/kg1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
Antitumor 2-(aminocarbonyl)-1,2-bis(methylsulfonyl)-1-(2-chloroethyl)- hydrazines.
AID110619Average percent change in body weight from onset to termination of therapy at dose 5(mg/kg)1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
Antitumor 2-(aminocarbonyl)-1,2-bis(methylsulfonyl)-1-(2-chloroethyl)- hydrazines.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (53)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (1.89)18.2507
2000's32 (60.38)29.6817
2010's20 (37.74)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 19.94

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.

MetricThis Compound (vs All)
Research Demand Index19.94 (24.57)
Research Supply Index4.16 (2.92)
Research Growth Index6.47 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (19.94)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials10 (18.87%)5.53%
Reviews7 (13.21%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other36 (67.92%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]