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CAS No. :	497223-25-3
Formula :	C₄₁H₅₂N₄O₄S
M.W :	696.94
SMILES Code :	O=C(/C1=C/C2=CC(C3=CC=C(OCCOCCCC)C=C3)=CC=C2N(CC(C)C)CCC1)NC4=CC=C([S@](CC5=CN=CN5CCC)=O)C=C4
Synonyms :	TBR-652; TAK-652; CVC
MDL No. :	MFCD28502076

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

Bone marrow-derived macrophages	10nM, 20nM or 100nM	6 hours	To evaluate the effect of CVC on LPS-induced inflammatory response in macrophages. 100nM CVC significantly inhibited LPS-induced TNFα and IL-6 release.	PMC6393202
Mouse primary hepatocytes	10nM, 20nM or 100nM	24 hours	To evaluate the effect of CVC on CCL2-induced hepatocyte steatosis. CVC down-regulated the fatty acid synthesis gene Fasn and up-regulated the fatty acid oxidation genes Acox-1, Pgc1α, and Ucp-2.	PMC6393202

Mice	Acute sclerosing cholangitis model	Subcutaneous injection	15 mg/kg body weight	Once daily for 5 days	Evaluate the effect of CVC on monocyte/macrophage recruitment, liver injury, and fibrosis	PMC6098983
Mice	Alcoholic liver disease model	Subcutaneous injection	15mg/kg body weight	Once daily for 6 weeks (prevention cohort) or the last 3 weeks (treatment cohort)	To evaluate the preventive and therapeutic effects of CVC on alcoholic liver disease. CVC significantly reduced alcohol-induced ALT elevation, liver steatosis, inflammation and fibrosis markers, and decreased macrophage infiltration and the proportion of proinflammatory Ly6CHi macrophages.	PMC6393202
Mice	CPI-hepatitis model	Oral administration in drinking water	100 mg/kg/day	Continuous administration	Prevention and treatment of CPI-hepatitis by inhibiting CCR2+ monocyte recruitment to the liver, reducing CD8+ T cell activation and liver injury	PMC11002390
Mice	Traumatic brain injury model	Oral gavage	100 mg/kg	Twice daily for 24 hours	Significantly ameliorated injury-induced sequelae in the aged TBI animals	PMC4835854
C57BL/6J female mice	Chronic alcohol feeding model	Subcutaneous injection	15 mg/kg body weight	Daily for 6 weeks (prevention cohort) or 3 weeks (treatment cohort)	CVC treatment abrogated ethanol-induced recruitment of peripheral macrophages and partially reversed microglia activation. Furthermore, CVC treatment decreased alcohol-mediated expression of inflammatory markers.	PMC7547498
C57BL/6 mice	CCl4-induced liver fibrosis model	Intraperitoneal injection	15 mg/kg body weight	Preventive model: 4 doses of CVC and 2 doses of CCl4 per week for 6 weeks; Treatment model: 3 weeks of CCl4 followed by 4 doses of CVC and 2 doses of CCl4 per week for another 3 weeks	CVC alleviates liver fibrosis by inhibiting hepatic accumulation of FSCN1+ macrophages and HERC6+ neutrophils and restoring the immune cell landscape	PMC10197881
Rats and mice	Bile duct ligated (BDL) rats and Mdr2 (Abcb4)−/− mice	Gavage	50 mg/kg/day	Once daily for 14 days (rats) or 4 weeks (mice)	To evaluate the therapeutic effects of CVC alone or in combination with atRA on cholestatic liver injury. Results showed that the combination of CVC with atRA significantly reduced liver to body weight ratio, bile acid pool size, plasma liver enzymes, bilirubin, liver necrosis and fibrosis.	PMC6032984

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CAS No.: 497223-25-3

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CAS No.: 497223-25-3

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NCT03059446	Nonalcoholic Steatohepatitis\|L... More >>iver Cirrhosis\|Non-alcoholic Fatty Liver Disease Less <<	PHASE2	TERMINATED	2021-01-05	Digestive Health Specialists o... More >>f the Southeast - Dothan, Dothan, Alabama, 36305, United States\|Mayo Clinic Hospital, Phoenix, Arizona, 85054, United States\|Adobe Clinical Research, LLC, Tucson, Arizona, 85712, United States\|Franco Felizarta, MDv, Bakersfield, California, 93301, United States\|University of California, San Diego (UCSD), La Jolla, California, 92037, United States\|Inland Empire Liver Foundation, Rialto, California, 92377, United States\|University of California, San Diego (UCSD) - Medical Center, San Diego, California, 92093, United States\|Quest Clinical Research, San Francisco, California, 94115, United States\|Upland Clinical Research, Upland, California, 91786, United States\|Island View Gastroenterology Associates, Ventura, California, 93003, United States\|University of Miami - Schiff Center for Liver Diseases, Miami, Florida, 33136, United States\|Advanced Medical Research, Port Orange, Florida, 32127, United States\|Florida Health Sciences Center, Inc. d/b/a Tampa General Hospital, Tampa, Florida, 33606, United States\|Rush University Medical Center, Chicago, Illinois, 60612, United States\|University of Iowa Hospital and Clinics, Iowa City, Iowa, 52242, United States\|Kansas Medical Clinic PA, Topeka, Kansas, 66606, United States\|Delta Research Partners, Llc, Bastrop, Louisiana, 71220, United States\|Tandem Clinical Research LLC, Marrero, Louisiana, 70072, United States\|Tulane University Medical Center, New Orleans, Louisiana, 70112, United States\|Mercy Medical Center - Baltimore, Maryland, Baltimore, Maryland, 21202, United States\|Johns Hopkins University School of Medicine, Baltimore, Maryland, 21287, United States\|Massachusetts General Hospital, Boston, Massachusetts, 02114, United States\|Henry Ford Health System, Detroit, Michigan, 48202, United States\|Minnesota Gastroenterology, P.A., Saint Paul, Minnesota, 55114, United States\|Digestive Health Specialists, Tupelo, Mississippi, 38801, United States\|University of Buffalo - Erie County Medical Center, Buffalo, New York, 14215, United States\|Carolinas Medical Center, Charlotte, North Carolina, 28204, United States\|Duke University Medical Center (DUMC), Durham, North Carolina, 27710, United States\|Wake Research Associates, LLC - Raleigh, Raleigh, North Carolina, 27612, United States\|PMG Research of Winston-Salem, LLC, Winston-Salem, North Carolina, 27103, United States\|Consultants for Clinical Research - Cincinnati, Cincinnati, Ohio, 45249, United States\|Options Health Research, LLC, Tulsa, Oklahoma, 74104, United States\|ClinSearch LLC, Chattanooga, Tennessee, 37421, United States\|Gastro One, Germantown, Tennessee, 38138, United States\|Digestive Health Research, Lebanon, Tennessee, 37090, United States\|The University of Texas - Health Science Center & Medical School at Houston, Houston, Texas, 77030, United States\|The Texas Liver Institute, San Antonio, Texas, 78215, United States\|University of Utah, Salt Lake City, Utah, 84132, United States\|Virginia Commonwealth University Medical College of Virginia, Richmond, Virginia, 23249, United States\|Virginia Mason Medical Center, Seattle, Washington, 98101, United States\|Swedish Medical Center, Seattle, Washington, 98104, United States\|Royal Brisbane Hospital and Women's Hospital, Herston, Queensland, 4029, Australia\|Central Adelaide Local Health Network Inc - Royal Adelaide Hospital, Adelaide, South Australia, 5000, Australia\|Flinders Medical Centre, Bedford Park, South Australia, 5042, Australia\|Monash Medical Centre, Clayton, Victoria, 3168, Australia\|Austin Health, Heidelberg, Victoria, 3084, Australia\|UCL Saint Luc Bruxelles, Brussel, 1200, Belgium\|University Hospital Erasmus (Brussels), Bruxelles, 1070, Belgium\|Antwerp University Hospital (UZA), Edegem, 2650, Belgium\|CHU Angers, Angers Cedex 09, 49933, France\|Hopital Saint Antoine, Paris, 75012, France\|Purpan CHU Toulouse, Toulouse, cedex 9, 31059, France\|Uniklinik RWTH Aachen, Aachen, 52074, Germany\|Charite - University Hospital Berlin - Campus Virchow - Hospital, Berlin, 13353, Germany\|Universitaetsklinikum Hamburg-Eppendorf - I. Medizinische Klinik und Poliklinik, Hamburg, 20246, Germany\|Universitaetsklinikum Heidelberg - Innere Medizin IV, Heidelberg, 69120, Germany\|Uniklinik Koeln, Poliklinik fuer Endokrinologie, Diabetologie und Praeventivmedizin (ZEDP), Koeln, 50937, Germany\|Eugastro GmbH, Leipzig, 4103, Germany\|University Hospital Giessen and Marburg GmbH, Marburg, 35043, Germany\|Prince of Wales Hospital, Shatin, Hong Kong, Hong Kong\|Policlinico S. Orsola-Malpighi, Bologna, 40138, Italy\|Fondazione IRCCS Ca Granda Ospedale Maggiore Policlinico di Milano, Milano, 20122, Italy\|AOU Policlinico Paolo Giaccone di Palermo, Palermo, 90127, Italy\|ID Clinic, Myslowice, 41-400, Poland\|Centrum Badan Klinicznych Piotr Napora Lekarze Sp. p., Wroclaw, 50-349, Poland\|Fundacion de Investigacion de Diego, San Juan, 927, Puerto Rico\|Hospital Universitario Vall d'Hebron, Barcelona, 8022, Spain\|Hospital de la Santa Creu i Sant Pau Barcelona, Barcelona, 8026, Spain\|Hospital General Universitario Gregorio Maranon, Madrid, 28007, Spain\|Nottingham NHS Treatment Centre, Nottingham, NG7 2UH, United Kingdom\|Queen Alexandra Hospital, Portsmouth, PO6 3LY, United Kingdom Less <<
NCT03376841	Hepatic Impairment	PHASE1	COMPLETED	2017-12-17	Clinical Pharmacology of Miami... More >>, Miami, Florida, 33014, United States\|Orlando Clinical Research Center, Orlando, Florida, 32809, 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