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CAS No. :	554-57-4
Formula :	C₅H₈N₄O₃S₂
M.W :	236.27
SMILES Code :	CC(/N=C1SC(S(N)(=O)=O)=NN/1C)=O
Synonyms :	L584601; CL 8490; N Methylacetazolamide
MDL No. :	MFCD00083416
InChI Key :	FLOSMHQXBMRNHR-UHFFFAOYSA-N
Pubchem ID :	4100

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H312-H332
Precautionary Statements:	P280

hCMEC/D3 microvascular endothelial cells	100 μM and 300 μM	45 minutes	MTZ and ATZ prevented Aβ40-Q22-induced mitochondrial membrane depolarization and H2O2 generation, and inhibited apoptosis.	Aging Cell. 2018 Aug;17(4):e12787
SH-SY5Y neuronal cells	100 μM and 300 μM	45 minutes	MTZ and ATZ prevented Aβ42-induced mitochondrial membrane depolarization and H2O2 generation, and inhibited apoptosis.	Aging Cell. 2018 Aug;17(4):e12787
Primary rat cortical neurons	300 μM	24 hours	To evaluate the protective effect of methazolamide on Aβ42-induced mitochondrial dysfunction, results showed methazolamide restored basal and maximal respiration as well as ATP production levels	Alzheimers Res Ther. 2020 Jan 13;12(1):13
SH-SY5Y neuroblastoma cells	300 μM	24 hours	To evaluate the protective effect of methazolamide on Aβ42-induced mitochondrial dysfunction, results showed methazolamide restored basal and maximal respiration as well as ATP production levels	Alzheimers Res Ther. 2020 Jan 13;12(1):13
Vero E6 cells	100 μM	6 hours	To evaluate the effect of methazolamide on SARS-CoV-2 infection, results showed that methazolamide dramatically reduced the viral RNA in the cell culture medium by up to 89.1%–99.9%.	Cell Metab. 2022 Mar 1;34(3):424-440. e7
Human umbilical vein endothelial cells (HUVECs)	25 μM	16 hours	To evaluate the effect of methazolamide on ACE2 enzymatic activity, results showed that methazolamide significantly elevated the enzymatic activity of ACE2.	Cell Metab. 2022 Mar 1;34(3):424-440. e7
SH-SY5Y neuroblastoma cells	30 μM	12 hours	To evaluate the effect of methazolamide on intracellular tau clearance, results showed methazolamide slowed the accumulation of GFP-tau-P301L and promoted tau secretion.	Nat Chem Biol. 2025 Apr;21(4):577-587
Human CD34+ progenitor cells	30 µg/ml	14 days	To evaluate the effect of MZ on human mast cell development, results showed MZ significantly reduced mast cell numbers.	J Exp Med. 2016 Aug 22;213(9):1663-73
BM-derived macrophages	30 µg/ml	5 days	To evaluate the effect of MZ on macrophage development, results showed MZ had no effect on macrophage development.	J Exp Med. 2016 Aug 22;213(9):1663-73
BM-derived basophils	30 µg/ml	7 days	To evaluate the effect of MZ on basophil development, results showed MZ increased basophil percentages but decreased total numbers.	J Exp Med. 2016 Aug 22;213(9):1663-73
BM-derived mast cells	30 µg/ml	7 days	To evaluate the effect of MZ on mast cell development, results showed MZ significantly reduced mast cell populations.	J Exp Med. 2016 Aug 22;213(9):1663-73
Normal Human Astrocytes	10 μM Aβ42 or 50 μM Aβ40-Q22	24 hours	MTZ significantly reduced Aβ42 and Aβ40-Q22-induced DNA fragmentation, indicating its anti-apoptotic effect.	Neurobiol Dis. 2016 Feb;86:29-40
Glioma cells (M059K)	10 μM Aβ42 or 50 μM Aβ40-Q22	3 days	MTZ significantly reduced Aβ42 and Aβ40-Q22-induced DNA fragmentation, indicating its anti-apoptotic effect.	Neurobiol Dis. 2016 Feb;86:29-40
Human neuroblastoma cells (SH-SY5Y)	10 μM Aβ42 or 50 μM Aβ40-Q22	24 hours	MTZ significantly reduced Aβ42 and Aβ40-Q22-induced DNA fragmentation, indicating its anti-apoptotic effect.	Neurobiol Dis. 2016 Feb;86:29-40

Mice	High-fat-diet-induced insulin-resistant mice	Gavage	100 mg/kg	Once daily for 4 weeks	To evaluate the effect of methazolamide on metabolic defects in SARS-CoV-2-infected mice, results showed that methazolamide significantly improved insulin resistance and dyslipidemia.	Cell Metab. 2022 Mar 1;34(3):424-440. e7
TgSwDI mice	Model of Alzheimer’s disease and cerebral amyloid angiopathy	Dietary administration	20mg/kg/day	Once daily for 8 months or 4 months	To evaluate the effects of CAIs on cognitive function and Aβ pathology in TgSwDI mice. Results showed that CAIs improved spatial memory, reduced cerebral Aβ deposition, and decreased caspase-3 activation.	Alzheimers Dement. 2023 Nov;19(11):5048-5073
Mice	T. spiralis infection model	Intraperitoneal injection	2-3 mg	Daily for 10-11 days	To evaluate the effect of MZ on T. spiralis infection-induced mast cell responses, results showed MZ significantly reduced mast cell responses and inflammation.	J Exp Med. 2016 Aug 22;213(9):1663-73
Kunming mice	Hypoxia tolerance model	Intraperitoneal injection	100 mg/kg	Single dose, lasting 1 hour	Evaluate the effect of methazolamide on hypoxia tolerance in mice, results showed that methazolamide significantly improved hypoxia tolerance in mice	Mil Med Res. 2018 Sep 30;5(1):33
Mice	Tg4510 transgenic mouse model	Subcutaneous osmotic minipumps	10, 20, 50 mg/kg/day	Once daily for 28 days	To evaluate the effect of methazolamide on tau protein levels and cognitive function, results showed methazolamide reduced total and phosphorylated tau levels and improved cognitive function.	Nat Chem Biol. 2025 Apr;21(4):577-587
Mice	Tg-SwDI genetic mouse model	Oral	20 mg/kg/day	Once daily for 6 months	Prevent molecular adaptations and retain glutamatergic synapse proteins significantly closer to wild-type levels	Alzheimers Dement. 2025 Apr;21(4):e70122
C57BL/6 mice	Aβ40-Q22 intrahippocampal injection model	Intraperitoneal injection	20 mg/kg	Single injection, observed for 4 hours	MTZ reduced Aβ-induced caspase 3 activation and neuronal loss by inhibiting mitochondrial H2O2 production.	Neurobiol Dis. 2016 Feb;86:29-40
Mouse	Aβ-induced neurodegeneration model		10 mg/kg		MTZ reduced Aβ-induced caspase activation and neuronal death.	Aging Cell. 2018 Aug;17(4):e12787

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CAS No.: 554-57-4

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CAS No.: 554-57-4

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NCT03165045	-		Active, not recruiting	January 31, 2019	-
NCT03362021	-		Recruiting	March 2019	Greece ... More >> Attikon University Hospital Recruiting Athens, Attiki, Greece, 12462 Contact: Paraskevi MATSOTA, MD, PhD 00302105832374 matsota@yahoo.gr Principal Investigator: PARASKEVI MATSOTA, MD, PHD Less <<
NCT02390284	Glaucoma	Phase 3	Recruiting	July 2019	United States, Florida ... More >> Bascom Palmer Eye Institute - University of Miami Recruiting Miami, Florida, United States, 33136 Contact: Marlene Perez, RC 305-482-4309 marlene.perez@med.miami.edu Contact: Shiva Roghaee, RA 305 482 4309 sxr935@med.miami.edu Principal Investigator: Vittorio Porciatti, DSc Sub-Investigator: John J McSoley, OD Sub-Investigator: Luis E Vazquez, MD,PhD Sub-Investigator: Steven J Gedde, MD Sub-Investigator: Pedro F Monsalve, RA Sub-Investigator: Maja Kostic, PhD Less <<
NCT02463357	Mountain Sickness	Phase 4	Active, not recruiting	November 30, 2018	United States, Michigan ... More >> Alma College Alma, Michigan, United States, 48801 Less <<
NCT00257829	Cervical Cancer	Phase 2	Withdrawn(This study was close... More >>d due to lack of funding.) Less <<	-	-
NCT01702025	Physiological Function in Low ... More >>Oxygen Environment Less <<	Phase 1 Phase 2	Completed	-	United States, Colorado ... More >> Colorado State University, Dept. of Health and Exercise Science Fort Collins, Colorado, United States, 80523-1582 Less <<
NCT02758470	Hypoxia	Phase 4	Completed	-	Canada, British Columbia ... More >> University of British Columbia Kelowna, British Columbia, Canada, V1V 1V7 Less <<
NCT02760121	Altitude Sickness ... More >> Hypertension, Pulmonary Less <<	Phase 4	Completed	-	Canada, British Columbia ... More >> University of British Columbia Kelowna, British Columbia, Canada, V1V 1V7 Less <<
NCT01587027	Mountain Sickness	Phase 1	Completed	-	United States, Colorado ... More >> Medical Center of the Rockies Loveland, Colorado, United States, 80538 Less <<
NCT01702025	-		Completed	-	-
NCT01587027	-		Completed	-	-

Bio Calculators
Preparing Stock Solutions		1mg	5mg	10mg
Preparing Stock Solutions	1 mM 5 mM 10 mM	4.23mL 0.85mL 0.42mL	21.16mL 4.23mL 2.12mL	42.32mL 8.46mL 4.23mL
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