CAS No. :	866405-64-3
Formula :	C₂₄H₂₅N₅O
M.W :	399.49
SMILES Code :	C(CN1CCCCC1)OC1=CC=C(C=C1)C1=CN2N=CC(=C2N=C1)C1=CC=NC=C1
Synonyms :	Compound C; BML-275
MDL No. :	MFCD08705402
InChI Key :	XHBVYDAKJHETMP-UHFFFAOYSA-N
Pubchem ID :	11524144

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

U937 cells	5 μM	24 h	Enhanced cell death induced by navitoclax, S63845, or A-1155463.	Cell Death Differ. 2024 Apr;31(4):405-416.
Hep3B cells	10 µM	16 h	Dorsomorphin inhibited BMP2- and HJV-induced hepcidin promoter activity.	Nat Chem Biol. 2008 Jan;4(1):33-41.
MRC-5 fetal lung fibroblasts	1 μM	4 days	Dorsomorphin synergizes with FSK to promote neuronal survival and maturation, although independently DM has no effect on neuronal conversion.	Nat Commun. 2013;4:2183.
IMR-90 fetal lung fibroblasts	1 μM	4 days	Dorsomorphin synergizes with FSK to promote neuronal survival and maturation, although independently DM has no effect on neuronal conversion.	Nat Commun. 2013;4:2183.
Clinical acute leukemia isolates	5 μM	24 h	Synergized with navitoclax, venetoclax, A-1155463, or S63845 to enhance cell death.	Cell Death Differ. 2024 Apr;31(4):405-416.
Jurkat cells	5 μM	24 h	Inhibited navitoclax- or S63845-induced AMPKα autophosphorylation and substrate phosphorylation, enhancing cell death.	Cell Death Differ. 2024 Apr;31(4):405-416.
C2C12 cells	4 µM	5 days	Dorsomorphin inhibited BMP4- and BMP6-induced alkaline phosphatase activity, indicating inhibition of BMP-induced osteogenic differentiation.	Nat Chem Biol. 2008 Jan;4(1):33-41.
Mouse pulmonary artery smooth muscle cells (PASMCs)	0.47 µM	30 min	Dorsomorphin inhibited BMP4-induced phosphorylation of BMP-responsive SMADs, without affecting MAPK p38 activation.	Nat Chem Biol. 2008 Jan;4(1):33-41.
Zebrafish embryos	0.312 μM or 0.625 μM		To investigate the effects of DMP on zebrafish embryonic development, particularly on dorsoventral patterning. Results showed that DMP treatment caused dorsalization of embryos, similar to the phenotype induced by TDCIPP.	Environ Sci Technol. 2018 Sep 18;52(18):10820-10828.
Saos2 cells	5 μM	24 h	To investigate the effect of Dorsomorphin on the migration and invasion of Saos2 cells, results showed that Dorsomorphin significantly inhibited the migration and invasion induced by TMEM119 overexpression.	Exp Mol Med. 2017 May 12;49(5):e329.
FOP fibroblasts	1 μM	25 days	Inhibited BMP-SMAD signaling, significantly reducing iPSC generation from FOP fibroblasts	Proc Natl Acad Sci U S A. 2016 Nov 15;113(46):13057-13062.
WT-hepatocytes	10 µM	9 h	Dorsomorphin completely restored the A23187-mediated inhibition of glycogen deposition, suggesting that the inhibitory effects of A23187 are mediated by AMPK signaling.	Mol Metab. 2024 Jun;84:101942.
WT-hepatocytes	1, 3, or 10 µM	9 h	Dorsomorphin reversed the ethanol-mediated inhibition of glycogen levels, indicating that ethanol suppresses glycogen deposition through the AMPK signaling pathway.	Mol Metab. 2024 Jun;84:101942.
3T3-L1 fibroblasts	1 μmol/mL	24 h	To verify whether AMPK mediates the anti-fibrotic effect of ORM, results showed that dorsomorphin reversed the inhibitory effect of ORM on fibrotic markers	Acta Pharmacol Sin. 2022 Feb;43(2):367-375.

BALB/c Nude mice	Jurkat, U937, or MV-4-11 xenograft models	Intraperitoneal injection	25 mg/kg	Three times a week for two weeks	The combination of dorsomorphin with navitoclax or S63845 significantly inhibited xenograft growth with minimal toxicity to normal tissues.	Cell Death Differ. 2024 Apr;31(4):405-416.
Zebrafish	Adult zebrafish	Intraperitoneal injection	23 µg/g	Single injection	Dorsomorphin inhibited iron-induced hepatic SMAD1/5/8 phosphorylation and hepcidin expression.	Nat Chem Biol. 2008 Jan;4(1):33-41.
Zebrafish	Zebrafish embryos	Exposure in embryo media	0.312 μM or 0.625 μM	Exposure initiated at 0.75 hpf	To investigate the effects of DMP on zebrafish embryonic development, particularly on dorsoventral patterning. Results showed that DMP treatment caused dorsalization of embryos, similar to the phenotype induced by TDCIPP.	Environ Sci Technol. 2018 Sep 18;52(18):10820-10828.
Rats	Streptozotocin-induced diabetic peripheral neuropathy model	Intraperitoneal injection	0.2 mg/kg	Once daily for 15 days	To investigate the effect of Dorsomorphin on the protective role of Empagliflozin in diabetic peripheral neuropathy, results showed that Dorsomorphin almost completely abolished the beneficial effects of Empagliflozin.	Arch Pharm Res. 2022 Jul;45(7):475-493

Bio Calculators
Preparing Stock Solutions		1mg	5mg	10mg
Preparing Stock Solutions	1 mM 5 mM 10 mM	2.50mL 0.50mL 0.25mL	12.52mL 2.50mL 1.25mL	25.03mL 5.01mL 2.50mL
Dissolving Methods	Animal experiment The prepared working fluid is recommended to be prepared now and used up as soon as possible in a short period of time. 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

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CAS No.: 866405-64-3

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CAS No.: 866405-64-3

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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