Lonidamine (AF-1890) | Hexokinase Inhibitor

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CAS No. :	50264-69-2
Formula :	C₁₅H₁₀Cl₂N₂O₂
M.W :	321.16
SMILES Code :	O=C(C1=NN(CC2=CC=C(Cl)C=C2Cl)C3=C1C=CC=C3)O
Synonyms :	AF-1890; Diclondazolic Acid; Doridamina
MDL No. :	MFCD00866285
InChI Key :	WDRYRZXSPDWGEB-UHFFFAOYSA-N
Pubchem ID :	39562

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

4T1 cells	0.1 mg/mL	12 hours	Evaluate the photothermal therapeutic effect of BTN@LND NPs on 4T1 cells, results showed that BTN@LND + L group caused over 95% cell death after 1064 nm laser irradiation	PMC11007887
LM3 cells	15 µg/mL	12 hours	To evaluate the inhibitory effect of LND on glycolysis, the results showed that LND significantly reduced extracellular lactate levels, indicating that LND effectively inhibited glycolysis.	PMC10724989
MDA-MB-231 cells	40 μg/mL	24 hours	To evaluate the apoptosis-inducing effect of LND-PLGA/TPS/DSSR NPs on MDA-MB-231 cells, the results showed that LND-PLGA/TPS/DSSR NPs significantly increased the proportion of early and late apoptotic cells.	PMC10378575
LM3 cells	15 µg/mL	24 hours	To evaluate the inhibitory effect of LND on HK activity, the results showed that LND significantly reduced intracellular HK levels, indicating a significant inhibitory effect of LND on HK activity.	PMC10724989
Bone marrow-derived macrophages (BMDMs)	200 μM	30 minutes	LND inhibited NLRP3 inflammasome activation, reducing caspase-1 and IL-1β secretion.	PMC9798610
J774A.1 cells	200 μM	30 minutes	LND inhibited NLRP3 inflammasome activation, reducing caspase-1 and IL-1β secretion.	PMC9798610
LM3 cells	15 µg/mL	4 hours	To evaluate the effect of LND on intracellular GSH levels, the results showed that LND significantly reduced intracellular GSH levels.	PMC10724989
HCT 116	50 μM	48 h	Lonidamine potentiated the oncolytic effect and increased the infection rate of M1 virus.	PMC7607643
HCT-8	50 μM	48 h	Lonidamine potentiated the oncolytic effect and increased the infection rate of M1 virus.	PMC7607643

BALB/c mice	4T1 subcutaneous tumor model	Intravenous injection	2.0 mg/mL	Single injection, laser irradiation after 24 hours	Evaluate the anti-tumor effect of BTN@LND NPs in the 4T1 subcutaneous tumor model, results showed that BTN@LND + L group significantly inhibited tumor growth with only a 1.9-fold increase in tumor volume after 1064 nm laser irradiation	PMC11007887
C57BL/6 mice	LPS-induced sepsis model	Intraperitoneal injection	40 mg/kg and 60 mg/kg	Single injection	LND significantly alleviated the inflammatory response in the LPS-induced sepsis model, reducing serum levels of IL-1β and IL-18.	PMC9798610
BALB/c Nude mice	TNBC MDA-MB-231 xenograft model	Intravenous injection	4 mg/kg	Every other day for 18 days	To evaluate the anti-tumor activity of LND-PLGA/TPS/DSSR NPs in the TNBC MDA-MB-231 xenograft model, the results showed that LND-PLGA/TPS/DSSR NPs significantly inhibited tumor growth and reduced the toxicity of LND.	PMC10378575
BALB/c Nude mice	LM3 subcutaneous xenograft tumor models	Tail vein injection	15 µg/mL	Injected at days 1, 3 and 5, lasted for 18 days	To evaluate the effect of LND on tumor hypoxia, the results showed that LND significantly relieved tumor hypoxia. In addition, LND significantly reduced HSP90 expression in tumor tissues, enhancing the efficacy of photothermal therapy.	PMC10724989
BALB/c-nu/nu mice	HCT 116 tumor xenograft model	Intraperitoneal injection	10 mg/kg	Once daily for 5 days	Lonidamine in combination with M1 virus significantly inhibited tumor growth without affecting mouse body weight.	PMC7607643

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CAS No.: 50264-69-2

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CAS No.: 50264-69-2

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NCT00435448	Benign Prostatic Hyperplasia\|E... More >>nlarged Prostate Less <<	PHASE3	TERMINATED	2025-12-06	Vivantes Klinikum am Urban, Kl... More >>inik für Urologie, Berlin, 10967, Germany\|ClinPharm International GmbH & Co KG--Chemnitz, Chemnitz, 09120, Germany\|ClinPharm International GmbH & Co KG--Dresden, Dresden, 01067, Germany\|niversit?tsklinikum Carl Gustav Carus, Klinik und Poliklinik für Urologie, Dresden, 01307, Germany\|Gemeinschaftspraxis Jacobi - Hellmis, Duisburg, 47179, Germany\|ClinPharm International GmbH & Co KG--Frankfurt/Main, Frankfurt, 60596, Germany\|ClinPharm International GmbH & Co KG--Gorlitz, Gorlitz, 02826, Germany\|Universit?tsklinikum Hamburg-Eppendorf, Klinik und Poliklinik für Urologie, Hamburg, 20246, Germany\|Universit?tsklinikum Schleswig-Holstein, Campus Kiel, Klinik für Urologie und Kinderurologie, Kiel, 24105, Germany\|Universit?tsklinik K?ln, Klinik und Poliklinik für Urologie, K?ln, 50924, Germany\|ClinPharm International GmbH & Co KG--Leipzig, Leipzig, 04229, Germany\|ClinPharm International GmbH & Co KG--Magdeburg, Magdeburg, 39104, Germany\|Urologische Universit?tsklinik, Klinikum Mannheim gGmbH, Fakult?t für Klinische Medizin Mannheim, Mannheim, 68135, Germany\|Klinik für Urologie und Kinderurologie, Klinikum Marburg, Marburg, 35033, Germany\|Klinikum der Universit?t München, Urologische Klinik und Poliklinik, München, 81377, Germany\|Urologische Klinik und Poliklinik der Technischen Universit?t München, Klinikum Rechts der Isar, München, 81675, Germany\|Urologische Klinik, Klinikum Landkreis Neumarkt i.d.Obf., Neumarkt, 92318, Germany\|Klinik für Urologie, Eberhard-Karls-Universit?t Tübingen, Tubingen, 72076, Germany\|Wuppertaler Gemeinschaftspraxis für Dermatologie, Gyn?kologie und Urologie, Wuppertal, 42103, Germany\|Károlyi Sándor Hospital, Budapest, 1047, Hungary\|Semmelweis University, Budapest, 1082, Hungary\|F?városi ?nkormányzat Jahn Ferenc Dél-Pesti Kórház, Budapest, 1204, Hungary\|Clinic of Urology, Debrecen, 4012, Hungary\|Dombóvári Szt. Lukács Egészségügyi K?zhasznú, Dombóvár, 7200, Hungary\|Petz Aladár County Hospital, Gyor, 9024, Hungary\|Kaposi Mór County Hospital, Kaposvar, 7400, Hungary\|Nagykanizsa Megyei Jogú Város Hospital, Nagykanizsa, 8800, Hungary\|Gróf Esterházy Kórház, Papa, 8500, Hungary\|Dr. Bugyi István Hospital, Szentes, 6600, Hungary\|Saint Bobála Hospital, Tatabánya, 2800, Hungary\|A.O. Policlinico di Bari, Clinica Urologica I, Bari, 70124, Italy\|A.O. Policlinico di Bari, Clinica Urologica, Bari, 70124, Italy\|Ospedale S.Annunziata, Unità Operativa di Urologia, Firenze, 50011, Italy\|Università di Genova Ospedale S. Martino, Reparto Urologia, Genova, 16132, Italy\|Ospedale S.Paolo, Cattedra di Urologia, Milano, 20142, Italy\|Università Federico II, Clinica Urologica Edificio 5, Napoli, 80131, Italy\|Azienda Ospedaliera S.Luigi di Orbassano, Reparto di urologia universitaria, Orbassano, 10043, Italy\|Azienda Ospedaliera, Dipartimento di Urologia, Padova, 35128, Italy\|A.O. Pliclinico Paolo Giaccone, U.O. Urologia con Litotrissia Extracorporea, Palermo, 90129, Italy\|Azienda Ospedaliera Pisana, Dipartimento di Urologia 1, Pisa, 56126, Italy\|Policlinico Sassarese, Istituto di Clinica Urologica, Sassari, 07100, Italy\|Ospedale Maggiore S.Giovanni Battista, Istituto di Urologia, Torino, 10126, Italy\|Ospedale S.Giovanni Bosco, Dipartimento di Urologia, Torino, 10154, Italy\|Klinika Urologii AM w Bia?ymstoku, Bialystok, 15-276, Poland\|Wojewódzki Szpital Specjalistyczny nr 4, Bytom, 41-902, Poland\|Gabinet Urologiczny, Gdańsk, 80-210, Poland\|Specjalistyczna Praktyka Lekarska, Katowice, 40-086, Poland\|Szpital Specjalistyczny Oddzial Urologii, Koscierzyna, 83-400, Poland\|"Specjalista" Spó?ka z o. o., Kutno, 99-300, Poland\|Wojewódzki Szpital,Oddzia? i Poradnia Urologiczna, Legnica, 59-220, Poland\|Szpital Im. Kardyna?a Stefana Wyszyńskiego, Oddzia? Urologii, Lublin, 20-718, Poland\|Wojewódzki Szpital Specjalistyczny im. Janusza Korczaka, Oddzia? Urologii, Slupsk, 76-200, Poland\|Katedra i Klinika Urologii Pomorskiej Akademii Medycznej, Szczecin, 70-111, Poland\|Szpital Bielański, Oddzia? Urologii, Warszawa, 01-908, Poland\|Szpital Specjalistyczny, Oddzia? Urologii, Wejherowo, 84-200, Poland\|Katedra i Klinika Urologii AM we Wroc?awiu, Wroclaw, 50-043, Poland\|Katedra i Klinika Urologii ?l?skiej Akademii Medycznej, Zabrze, 41-800, Poland\|NZOZ Lekarze Urolodzy, Marek Rozniecki i Partnerzy, ?ask, 98-100, Poland Less <<
NCT00237536	Benign Prostatic Hyperplasia	PHASE2	TERMINATED	2025-08-06	Advanced Clinical Therapeutics... More >>, Tucson, Arizona, 85712, United States\|Chris B. Threatt, MD Inc., Atherton, California, 94027, United States\|Urological Sciences Research Foundation, Culver City, California, 90232, United States\|Atlantic Urological Medical Group, Long Beach, California, 90806, United States\|California Professional Research, Newport Beach, California, 92660, United States\|San Diego Uro-Research, San Diego, California, 92103, United States\|Stanford University Hospital, Stanford, California, 94305, United States\|Urology Research Options, Aurora, Colorado, 80012, United States\|Connecticut Clinical Research Center Urology Specialists, Waterbury, Connecticut, 06708, United States\|South Florida Medical Research, Aventura, Florida, 33180, United States\|Tampa Bay Medical Research, Clearwater, Florida, 33761, United States\|Florida Healthcare Research, Ocala, Florida, 34474, United States\|Midwest Prostate & Urology Health Center, Chicago, Illinois, 60640, United States\|Specialty Care Research, Peoria, Illinois, 61614, United States\|Northeast Indiana research, LLC, Fort Wayne, Indiana, 46825, United States\|Metropolitan Urology, Jeffersonville, Indiana, 47130, United States\|Werner, Murdock & Francis, PA, Urology Associates, Greenbelt, Maryland, 20770, United States\|Sheldon J. Freedman, MD Ltd., Las Vegas, Nevada, 89109, United States\|Delaware Valley Clinical Research, Cherry Hill, New Jersey, 08003, United States\|Lawrenceville Urology, Lawrenceville, New Jersey, 08648, United States\|Urology Healthcare Associates, Westampton, New Jersey, 08060, United States\|Accumed Research Associates, Garden City, New York, 11530, United States\|New York University School of Medicine, New York, New York, 10016, United States\|Weill Medical College of Cornell University, New York, New York, 10021, United States\|Radiant Research. Columbus, Columbus, Ohio, 43212, United States\|Urological Associates of Lancaster, Lancaster, Pennsylvania, 17604, United States\|State College Urologic Associates, State College, Pennsylvania, 16801, United States\|University Urological Research Institute, Providence, Rhode Island, 02904, United States\|Radiant Research, Greer, Greer, South Carolina, 29651, United States\|UT Southwestern Medical Center at Dallas, Dept of Urology, Dallas, Texas, 75390, United States\|Accelovance, Houston, Texas, 77024, United States\|Baylor College of Medicine, Scott Department of Urology, Houston, Texas, 77030, United States\|Urology San Antonio Research, San Antonio, Texas, 78229, United States\|Integrity Medical Research, LLC, Mountlake Terrace, Washington, 98043, United States Less <<

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed