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CAS No. :	475205-49-3
Formula :	C₃₃H₂₇NO₈
M.W :	565.57
SMILES Code :	O=C(C1=CC(C(N(CC2=CC=CC(OC3=CC=CC=C3)=C2)[C@H]4CCCC5=C4C=CC=C5)=O)=C(C(O)=O)C=C1C(O)=O)O
MDL No. :	MFCD28044314
InChI Key :	VQGBOYBIENNKMI-LJAQVGFWSA-N
Pubchem ID :	9829395

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

Rat dorsal root ganglion neurons	15 nM	3 minutes	To evaluate the antagonistic effects of A-317491 on native P2X3 receptors, results showed that A-317491 effectively blocked currents in these receptors	PMC139289
1321N1 human astrocytoma cells	22–92 nM	3 minutes	To evaluate the antagonistic effects of A-317491 on P2X3 and P2X2/3 receptors, results showed that A-317491 effectively blocked calcium flux in these receptors	PMC139289
1321N1 human astrocytoma cells expressing hP2X2/3	1.3–660 nM	2–5 hours	To determine the affinity of AF-353 for P2X2/3 receptors	PMC2938810
CHO-K1 cells expressing recombinant human P2X3	1.7–140 nM	2–5 hours	To determine the affinity of AF-353 for P2X3 receptors	PMC2938810
1321N1 cells	3 nM	30 minutes	To assess whether naloxone could compete for binding to human P2X3 receptors. Results showed that naloxone, at concentrations up to 1 μM, did not compete for [3H] A-317491 binding.	PMC1576275
NG108-15 cells	3–100 μM		To evaluate the agonist activity of A-317491 at δ opioid receptors endogenously expressed in NG108-15 cells. Results showed that A-317491 did not produce any agonist response at the tested concentrations.	PMC1576275
1321N1 astrocytoma cells	12.5–500 nM		To investigate the competitive antagonism of A-317491 on the P2X2/C03 chimeric receptor, results showed that A-317491 is a potent competitive antagonist with a pA2 value of 52.1 nM.	PMC1574009
Rat dorsal root ganglion (DRG) neurons	20 μM		To investigate the effect of miR-1306-3p on action potentials in DRG neurons, results showed that A317491 significantly inhibited miR-1306-3p-induced inward currents and action potentials.	PMC10281022

Xenopus oocytes	Xenopus oocytes	Injection	2 µM	Single injection, lasting 1-2 days	To evaluate the inhibitory effect of A-317491 on ATP-induced currents	PMC5161641
Rat	Chronic constriction injury model	Subcutaneous injection	10–15 μmol/kg	Single or multiple dosing	To evaluate the analgesic effects of A-317491 in chronic pain models, results showed that A-317491 significantly reduced thermal hyperalgesia and mechanical allodynia	PMC139289
Sprague-Dawley rats	Chronic inflammatory thermal hyperalgesia (CFA), acute inflammatory thermal hyperalgesia (carrageenan), neuropathic pain models (CCI and L5-L6 nerve ligation), formalin- and α,β-meATP-induced nociception models	Intrathecal and intraplantar injections	1-500 nmol (intrathecal and intraplantar injections)	Intrathecal injections 5 min before testing, intraplantar injections 30 min before testing	To evaluate the antinociceptive effects of A-317491 in various acute and chronic pain models. Results showed that intrathecal and intraplantar injections of A-317491 significantly reduced thermal hyperalgesia in the CFA model, intrathecal administration significantly attenuated mechanical allodynia in neuropathic pain models, and both routes significantly reduced nocifensive behaviors in the formalin model.	PMC1574160
Hanover Wistar rats	Hanover Wistar rats	Intravenous and oral	2 mg/kg	Single dose	To evaluate the pharmacokinetic parameters of AF-353.	PMC2938810
Sprague-Dawley rats	CFA-induced chronic thermal hyperalgesia model, formalin model, L5–L6 nerve ligation model	Subcutaneous injection	1–300 μmol/kg	Single administration, testing started 30 min after administration	To evaluate the antinociceptive effects of A-317491 in inflammatory and chemogenic pain models. Results showed that naloxone (1–10 mg/kg, i.p.) dose-dependently reduced the antinociceptive effects of A-317491 in the CFA thermal hyperalgesia model and formalin model but not in the L5–L6 nerve ligation model.	PMC1576275
Rats	CFA-induced inflammatory pain model	Subcutaneous injection	3, 10, 30 mg/kg	Single dose, observed for 1 hour	Evaluate the analgesic effect of A-317491 analogs in an inflammatory pain model, results showed compound B significantly reversed CFA-induced weight bearing deficit at 3 and 10 mg·kg-1 doses	PMC3144543
Rats	Chronic constriction injury (CCI) model	Intravenous injection	1, 3, 10 mg/kg	Cumulative dosing, each dose observed for 45 minutes	To investigate the effects of A-317491 on neuronal responses in a neuropathic pain model. Results showed that in CCI-operated rats, 3 mg/kg A-317491 significantly inhibited C fibre-evoked responses, and 10 mg/kg significantly inhibited Aδ and C fibre-evoked responses.	PMC1617075
Sprague-Dawley (SD) rats	Chronic visceral pain model	Intrathecal injection	10 μM/10 mL	Single injection	To investigate the inhibitory effect of A-317491 on miR-1306-3p-induced visceral pain, results showed that A-317491 significantly alleviated chronic visceral pain.	PMC10281022
Sprague-Dawley rats	Chronic morphine-induced analgesic tolerance model	Intrathecal injection	15 μg	Once daily for 7 days	To evaluate the effect of A-317491 on chronic morphine-induced analgesic tolerance. Results showed that A-317491 significantly attenuated the loss of morphine’s analgesic potency.	PMC5913404
Suncus murinus (house musk shrews)	Emesis model	Intraperitoneal injection	100 mg/kg	Single administration, observed for 60 minutes	To investigate the inhibitory effect of A-317491 on α,β-meATP-induced emetic responses, results showed complete inhibition at 100 mg/kg dose.	PMC2050822

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CAS No.: 475205-49-3

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CAS No.: 475205-49-3

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Precautionary Statements-General

Prevention

Response

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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	1.77mL 0.35mL 0.18mL	8.84mL 1.77mL 0.88mL	17.68mL 3.54mL 1.77mL
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