Structure of 3-Methyladenine
CAS No.: 5142-23-4
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
3-Methyladenine is a selective PI3K inhibitor for Vps34 and PI3Kγ with IC50 of 25 μM and 60 μM.
Synonyms: 3-MA; NSC 66389; 3-Methyladenine, NSC 66389
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Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 5142-23-4 |
Formula : | C6H7N5 |
M.W : | 149.15 |
SMILES Code : | NC1=C2N=CN=C2N(C)C=N1 |
Synonyms : |
3-MA; NSC 66389; 3-Methyladenine, NSC 66389
|
MDL No. : | MFCD00010531 |
InChI Key : | ZPBYVFQJHWLTFB-UHFFFAOYSA-N |
Pubchem ID : | 135398661 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302 |
Precautionary Statements: | P280-P305+P351+P338 |
Target |
|
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
KGN cells | 5 mM | 24 h | Inhibited autophagy but did not significantly alleviate CDDP-induced ER stress and apoptosis | PMC6122480 |
THLE2 cells | 5 mM | 6 h | To inhibit autophagy and study the protective role of YAP in hepatic ischemia-reperfusion injury. Results showed that inhibition of autophagy weakened YAP-mediated cell protection, accompanied by a significant upregulation of apoptosis levels. | PMC10950187 |
mouse primary cortical neurons | 5 mM | 24 h | To inhibit autophagy and evaluate its effect on neuronal survival. Results showed that 3-MA at appropriate concentrations significantly increased neuronal survival after oxygen-glucose deprivation (OGD). | PMC7710129 |
COV434 cells | 5 mM | 24 h | Inhibited autophagy but did not significantly alleviate CDDP-induced ER stress and apoptosis | PMC6122480 |
cardiomyocytes | 10 mM | 3 h | inhibited autophagy, significantly attenuated or ablated lethal toxin-induced cardiomyocyte contractile anomalies | PMC3520786 |
osteoclasts | 0.5 mM | 72 h | 3-MA reversed the enhanced autophagy levels by DOX, indicating that enhanced autophagy was responsible for the effects of DOX. | PMC9404930 |
HEK293T cells | 5 mg/mL | 8 h | To investigate the effect of 3-MA on BinCARD1 degradation, it was found that 3-MA inhibited TBK1-mediated autophagic degradation of BinCARD1. | PMC9508095 |
Newborn mouse ovarian cells | 1 mM | 3 days | Inhibited autophagy, leading to a decreased percentage of primordial follicles | PMC7483766 |
Mouse embryonic fibroblasts (MEFs) | 5 mM | Inhibition of autophagy, leading to increased toxicity in glucose-starved wild-type MEFs, similar to the effect of RelA inactivation. | PMC3462316 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Mice | Hepatic ischemia-reperfusion injury model | Intraperitoneal injection | 15 mg/kg | Once, 1 hour before I/R model establishment | To inhibit autophagy and study the protective role of YAP in hepatic ischemia-reperfusion injury. Results showed that inhibition of autophagy weakened YAP-mediated liver protection, accompanied by a significant upregulation of apoptosis levels. | PMC10950187 |
C57BL/6 male mice | Transverse aortic constriction (TAC)-induced cardiac hypertrophy model | Intraperitoneal injection | 20 mg/kg | Once daily for 4 weeks | 3-MA inhibited PKD siRNA-induced increase in autophagy and prevented the ameliorative effects of PKD siRNA on cardiac hypertrophy | PMC5370435 |
C57BL/6 mice | Middle cerebral artery occlusion (MCAO) model | Intraperitoneal injection | 15 mg/kg | Single injection at the beginning of reperfusion or 12 hours later | To evaluate the inhibitory effect of 3-MA on autophagy after cerebral ischemia and its impact on neuroprotection and neurological recovery. Results showed that 3-MA injection at 12 hours after reperfusion significantly reduced brain injury and improved neurological recovery. | PMC7710129 |
C57BL/6J mice | Cisplatin-induced premature ovarian insufficiency model | Intraperitoneal injection | 10 mg/kg | Consecutively for 7 days | Inhibiting autophagy did not significantly alleviate CDDP-induced ovarian damage and hormone dysregulation | PMC6122480 |
Mice | TAC-induced heart failure model | Intraperitoneal injection | 15 mg/kg | Every 3 days | To inhibit autophagic induction and evaluate its effect on TAC-induced heart failure | PMC10544097 |
C57BL/6J female mice | DOX-induced bone loss model | Intraperitoneal injection | 5 mg/kg | DOX once per week for three weeks; 3-MA daily for four weeks | Injection of 3-MA reversed DOX-induced bone loss and reduced the area of OCs on the bone surface. | PMC9404930 |
Mice | Heterotopic transplant model of intestinal fibrosis | Intraperitoneal injection | 10 mg/kg | Once daily for 7 days | 3-MA further inhibited autophagy in the grafted tissue and aggravated fibrosis. | PMC6770118 |
BALB/C nude mice | A2780 tumor xenograft model | Not specified | 5 mg/kg | 3 weeks | To investigate the effect of 3-MA on A2780 tumor growth, it was found that 3-MA could completely suppress autophagy induced by the combination of erlotinib and AZD2281 and attenuate its antitumor activity. | PMC4482371 |
Bio Calculators | ||||
Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
6.70mL 1.34mL 0.67mL |
33.52mL 6.70mL 3.35mL |
67.05mL 13.41mL 6.70mL |
Tags: 3-Methyladenine | 3-MA | PI3K | Autophagy | Mitophagy | inhibitor | Autophagy Inhibitor | Mitochondrial Autophagy | phosphoinositide 3-kinases | Class III PI3K | Vps34 | autophagosome | 5142-23-4
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 |
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Code | Phrase |
P201 | Obtain special instructions before use. |
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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. |
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P243 | Take precautionary measures against static discharge. |
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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 |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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