CAS No. :	502487-67-4
Formula :	C₂₂H₃₈N₂
M.W :	330.55
SMILES Code :	C/C(C)=C/CC/C(C)=C/CNCCNC1[C@H]2C[C@H]3C[C@@H]1C[C@H](C3)C2
Synonyms :	NSC 722041
MDL No. :	MFCD11046358
InChI Key :	JFIBVDBTCDTBRH-REZTVBANSA-N
Pubchem ID :	5274428

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302
Precautionary Statements:	P280-P305+P351+P338

Mycobacterium tuberculosis (Mtb)	100 µM	1 hour	CYP124 binds and hydroxylates SQ109, producing a monooxygenated product with m/z 347.4	Int J Mol Sci. 2020 Oct 16;21(20):7683
Human liver microsomes	10 µM	10 minutes	Evaluate the metabolic rate of SQ109 in human liver microsomes, showing 58.3% of SQ109 remained after 10 minutes	Br J Pharmacol. 2006 Mar;147(5):476-85
Dog liver microsomes	10 µM	10 minutes	Evaluate the metabolic rate of SQ109 in dog liver microsomes, showing 50.8% of SQ109 remained after 10 minutes	Br J Pharmacol. 2006 Mar;147(5):476-85
Mouse liver microsomes	10 µM	10 minutes	Evaluate the metabolic rate of SQ109 in mouse liver microsomes, showing 48.4% of SQ109 remained after 10 minutes	Br J Pharmacol. 2006 Mar;147(5):476-85
Rat liver microsomes	10 µM	10 minutes	Evaluate the metabolic rate of SQ109 in rat liver microsomes, showing 22.8% of SQ109 remained after 10 minutes	Br J Pharmacol. 2006 Mar;147(5):476-85
Escherichia coli	15 µM (IC50)	12 hours	Test the growth inhibitory activity of SQ109 against E. coli, IC50 was 15 μM.	ACS Infect Dis. 2021 Aug 13;7(8):2492-2507
Bacillus subtilis	16 µM (IC50)	12 hours	Test the growth inhibitory activity of SQ109 against B. subtilis, IC50 was 16 μM.	ACS Infect Dis. 2021 Aug 13;7(8):2492-2507
Trypanosoma cruzi epimastigotes	4.6 µM	120 hours	SQ109 inhibited epimastigotes with an IC50 of 4.6 µM, causing rounding of the cell body and depressions on the cell surface.	Antimicrob Agents Chemother. 2015 Apr;59(4):1950-61
Mycobacterium smegmatis MC2155	2.0 μg/ml	2 weeks	Evaluate the antibacterial activity of SQ109 on M. smegmatis, results showed that SQ109 alone has antibacterial effect on M. smegmatis.	Antimicrob Agents Chemother. 2010 Jul;54(7):2840-6
Mycobacterium tuberculosis H37Rv	0.5 μg/ml	2 weeks	Evaluate the antibacterial activity of SQ109, results showed that SQ109 alone has antibacterial effect on H37Rv strain.	Antimicrob Agents Chemother. 2010 Jul;54(7):2840-6
Peritoneal macrophages	0.39 μg/ml and 0.78 μg/ml	24 and 48 hours	SQ109 significantly reduces the bacterial burden in macrophages infected with H37Rv, MDR, and XDR strains of M.tb and induces M1 macrophage polarization, promoting protective inflammatory responses.	Commun Biol. 2022 Jul 28;5(1):759
Mycobacterium tuberculosis	10 µM	24 hours	To evaluate the transcriptional regulatory effects of SQ109 on Mycobacterium tuberculosis	Antimicrob Agents Chemother. 2018 Jun 26;62(7):e02459-17
Trypanosoma cruzi trypomastigotes	50 nM	24 hours	SQ109 was a potent inhibitor of the trypomastigote form with an IC50 of 50 nM and had little effect on red blood cell hemolysis (EC50 ~80 µM).	Antimicrob Agents Chemother. 2015 Apr;59(4):1950-61
THP-1-derived macrophages	0.5 µM	3 days	To measure the bactericidal activity of SQ109 against intracellular M. tuberculosis, showing 90% growth inhibition at 0.5 μM and 1-log kill at 4 μM after 3 days of exposure.	Antimicrob Agents Chemother. 2021 Aug 17;65(9):e0002421
PfNF54 stage IV/V gametocytes	0.105 µM (IC50)	48 hours	Evaluation of SQ109 activity against late-stage gametocytes, showing selective inhibition	Nat Commun. 2021 Jan 11;12(1):269.
Leishmania mexicana amastigotes (inside J774 macrophages)	11 nM (IC50)	48 hours	SQ109 potently inhibits amastigote proliferation in infected macrophages	Antimicrob Agents Chemother. 2016 Sep 23;60(10):6386-9
Mycobacterium smegmatis	2.4 µM (IC50)	48 hours	Test the growth inhibitory activity of SQ109 against M. smegmatis, IC50 was 2.4 μM.	ACS Infect Dis. 2021 Aug 13;7(8):2492-2507
Plasmodium falciparum late-stage gametocytes (LGc, stage IV/V)	0.14±0.03 µM (IC50)	48 hours	Evaluate the antimalarial activity of SQ109 against late-stage gametocytes	ACS Infect Dis. 2024 Sep 13;10(9):3358-3367
Plasmodium falciparum immature-stage gametocytes (IGc, stage II/III)	0.38±0.10 µM (IC50)	48 hours	Evaluate the antimalarial activity of SQ109 against immature gametocytes	ACS Infect Dis. 2024 Sep 13;10(9):3358-3367
Plasmodium falciparum asexual blood stages (ABS)	1.58±0.2 µM (IC50)	48 hours	Evaluate the antimalarial activity of SQ109 against asexual blood stages of malaria parasites	ACS Infect Dis. 2024 Sep 13;10(9):3358-3367
Mycobacterium tuberculosis	0.52 µM (IC50)	5 days	Test the growth inhibitory activity of SQ109 against M. tuberculosis, IC50 was 0.52 μM.	ACS Infect Dis. 2021 Aug 13;7(8):2492-2507
Human monocyte-derived macrophages	1 µM	5 days	To evaluate the activity of SQ109 against intracellular M. tuberculosis under normoxic and hypoxic conditions, showing 90% inhibition at 1 μM in both conditions.	Antimicrob Agents Chemother. 2021 Aug 17;65(9):e0002421
RAW 264.7 murine macrophages	1.56, 3.12, 6.24 µM	7 days	Evaluate the antimicrobial activity of SQ109 against M. tuberculosis-infected macrophages. SQ109 showed potency and efficacy in inhibiting intracellular M. tuberculosis similar to INH but superior to EMB.	Br J Pharmacol. 2005 Jan;144(1):80-7
Mycobacterium tuberculosis	16–0.016 mg/L	7 days	To evaluate the in vitro activity of SQ109 against clinical isolates of MDR-TB and pre-XDR-TB, the results showed MIC90, MIC95, and MIC99 values of 0.25 mg/L, 0.5 mg/L, and 1.0 mg/L, respectively	Ann Clin Microbiol Antimicrob. 2024 Sep 28;23(1):87
J774 macrophages	5.8 µM (IC50)	72 hours	SQ109 has little effect on macrophage viability	Antimicrob Agents Chemother. 2016 Sep 23;60(10):6386-9
Leishmania mexicana promastigotes	0.53 µM (IC50)	72 hours	SQ109 inhibits the viability of L. mexicana promastigotes in a dose-dependent manner	Antimicrob Agents Chemother. 2016 Sep 23;60(10):6386-9
Trypanosoma cruzi amastigotes	1.2 µM	96 hours	SQ109 inhibited amastigotes with an IC50 of 1.2 µM and acted synergistically with the antifungal drug posaconazole (FICI of 0.48).	Antimicrob Agents Chemother. 2015 Apr;59(4):1950-61

C57BL/6 mice	M. tuberculosis H37Rv infection model	Oral	0.1, 10, 25 mg/kg/day	Once daily for 28 days	Evaluate the therapeutic effects of SQ109 in M. tuberculosis-infected mice. SQ109 showed dose-dependent reductions in bacterial load in spleen and lungs, comparable to EMB but less potent than INH.	Br J Pharmacol. 2005 Jan;144(1):80-7
C57BL/6 female mice	Chronic mouse model of TB	Intravenous injection	10 mg/kg	Daily administration, 5 days/week for 4 or 8 weeks	The combination of SQ109 with INH, RIF, and PZA in the chronic mouse model of TB was more effective in reducing the number of M. tuberculosis in the lungs compared to the standard drug combination	Antimicrob Agents Chemother. 2007 Apr;51(4):1563-5
C57BL/6 mice	Murine model of tuberculosis	Intraperitoneal injection	10 mg/kg	Daily, starting from the 15th day post-infection until sacrifice	SQ109 treatment significantly reduces the bacterial burden in lungs and spleen, enhances protective immune responses including Th1 and Th17 responses, and promotes M1 macrophage polarization via the p38 MAPK pathway.	Commun Biol. 2022 Jul 28;5(1):759
Rats	Tuberculosis model	Oral	13 mg/kg	Single dose	Evaluate tissue distribution and elimination of SQ109 in rats, showing the highest radioactivity in the liver, followed by lung, spleen, and kidney	Br J Pharmacol. 2006 Mar;147(5):476-85
Mice	Tuberculosis model	Oral	25 mg/kg	Once daily, 5 days per week, for 3 months	Evaluate the therapeutic effect of SQ109 in combination with bedaquiline, clofazimine, and pyrazinamide on tuberculosis. Results showed that the BCZS regimen exhibited significant bactericidal activity in Rv0678 mutant-infected mice and performed better than the BCZ regimen in preventing relapse.	Antimicrob Agents Chemother. 2025 Jun 4;69(6):e0001925
Rabbits	Tuberculosis model	Oral	25 mg/kg	Once daily for 7 days	Test the metabolism and antibacterial activity of SQ109 in a tuberculosis model, found SQ109 is the major species in lung tissue with metabolites showing low activity.	ACS Infect Dis. 2021 Aug 13;7(8):2492-2507
New Zealand white rabbits	Active TB model	Oral	25 mg/kg	Once daily for 7 days	To characterize the pharmacokinetics of SQ109 and its penetration into lung tissue and lesions, showing significantly higher concentrations in lung and cellular lesions compared to plasma, but lower diffusion into caseous areas.	Antimicrob Agents Chemother. 2021 Aug 17;65(9):e0002421

NCT01252108	Helicobacter Pylori Infection	PHASE2	WITHDRAWN	2025-08-15	-
NCT01585636	Tuberculosis	PHASE1	COMPLETED	2025-02-07	Quintiles Phaes 1 Clinical Stu... More >>dy Unit, Lenexa, Kansas, 66219, United States Less <<

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CAS No.: 502487-67-4

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CAS No.: 502487-67-4

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Product Details of SQ109

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Precautionary Statements-General

Prevention

Response

Storage

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Physical hazards

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Preparing Stock Solutions		1mg	5mg	10mg
Preparing Stock Solutions	1 mM 5 mM 10 mM	3.03mL 0.61mL 0.30mL	15.13mL 3.03mL 1.51mL	30.25mL 6.05mL 3.03mL
Dissolving Methods	Animal experiment Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn: in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day; The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound. Protocol 1 Protocol 2

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