Adrenaline
Modify Date: 2026-07-01 08:35:59
Adrenaline structure
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Common Name | Adrenaline | ||
|---|---|---|---|---|
| CAS Number | 51-43-4 | Molecular Weight | 183.204 | |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 413.1±40.0 °C at 760 mmHg | |
| Molecular Formula | C9H13NO3 | Melting Point | 208-211ºC | |
| MSDS | Chinese USA | Flash Point | 207.9±17.9 °C | |
| Symbol |
GHS06 |
Signal Word | Danger | |
Use of AdrenalineL-Epinephrine is a hormone secreted by the medulla of the adrenal glands. L-Epinephrine is an α-adrenergic and β-adrenergic receptor agonist. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | (R)-adrenaline |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | L-Epinephrine is a hormone secreted by the medulla of the adrenal glands. L-Epinephrine is an α-adrenergic and β-adrenergic receptor agonist. |
|---|---|
| Related Catalog | |
| Target |
Human Endogenous Metabolite |
| In Vivo | A 25 microliter volume of a 1-% L-epinephrine borate solution applied on the cornea of one eye in 12 monkeys reduces blood flow through the iris and the ciliary body by 59% and 20%, respectively, compared to the untreated control eyes[1]. Epinephrine is a direct-acting sympathomimetic α-adrenergic and β-adrenergic agonist with cyclic adenosine monophosphate-mediated, complex, bidirectional pharmacologic effects on many target organs[2]. In young adult rats, endogenous release of epinephrine facilitates stable memory formation for temporally associated events. Epinephrine enhances memory in young adult rats, in part, by increasing blood glucose levels needed to modulate memory[3]. Epinephrine is the primary drug administered during cardiopulmonary resuscitation (CPR) to reverse cardiac arrest. Epinephrine increases arterial blood pressure and coronary perfusion during CPR via alpha-1-adrenoceptor agonist effects[4]. |
| Animal Admin | Rats: For the immunohistochemistry experiments, rats receive an immediate post-training subcutaneous injection of saline (0.9%), glucose (250 mg/kg), or epinephrine (0.1 mg/kg) and are then returned to the holding cage[3]. |
| References |
[4]. Callaway CW, et al. Epinephrine for cardiac arrest. Curr Opin Cardiol. 2013 Jan;28(1):36-42. |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 413.1±40.0 °C at 760 mmHg |
| Melting Point | 208-211ºC |
| Molecular Formula | C9H13NO3 |
| Molecular Weight | 183.204 |
| Flash Point | 207.9±17.9 °C |
| Exact Mass | 183.089539 |
| PSA | 72.72000 |
| LogP | -0.63 |
| Vapour Pressure | 0.0±1.0 mmHg at 25°C |
| Index of Refraction | 1.608 |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
Synonym:Epinephrine; Adrenal; 1-Adrenaline; Adrenaso Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS
Risk Phrases: 23/24/25 33 Section 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW
Toxic by inhalation, in contact with skin and if swallowed. Danger of cumulative effects.Toxic. Potential Health Effects Eye: May cause eye irritation. No information regarding eye irritation and other potential effects was found. Skin: May cause skin irritation. No information regarding skin irritation and other potential effects was found. Ingestion: Causes gastrointestinal irritation with nausea, vomiting and diarrhea. Inhalation: May cause respiratory tract irritation. Overexposure may cause dizziness, tremors, restlessness, rapid heart beat, increased blood pressure, hallucinations, acidosis, kidney failure. Chronic: Not available. Section 4 - FIRST AID MEASURES Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid. Skin: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Ingestion: If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid immediately. Inhalation: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid. Notes to Physician: Section 5 - FIRE FIGHTING MEASURES General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Extinguishing Media: For small fires, use water spray, dry chemical, carbon dioxide or chemical foam. Section 6 - ACCIDENTAL RELEASE MEASURES General Information: Use proper personal protective equipment as indicated in Section 8. Spills/Leaks: Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. Section 7 - HANDLING and STORAGE Handling: Wash thoroughly after handling. Wash hands before eating. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Do not get on skin or in eyes. Do not ingest or inhale. Storage: Keep away from heat and flame. Store in a cool, dry, well-ventilated area away from incompatible substances. Keep containers tightly closed. Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION Engineering Controls: Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 51-43-4: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure. Respirators: Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced. Section 9 - PHYSICAL AND CHEMICAL PROPERTIES Physical State: Solid Color: white Odor: odorless pH: Not available. Vapor Pressure: Not available. Viscosity: Not available. Boiling Point: Not available. Freezing/Melting Point: Not available. Autoignition Temperature: Not applicable. Flash Point: Not applicable. Explosion Limits, lower: Not available. Explosion Limits, upper: Not available. Decomposition Temperature: Not available. Solubility in water: Not available. Specific Gravity/Density: Not available. Molecular Formula: C9H14ClNO3 Molecular Weight: 219.5559 Section 10 - STABILITY AND REACTIVITY Chemical Stability: Stable under normal temperatures and pressures. Conditions to Avoid: Incompatible materials. Incompatibilities with Other Materials: Strong oxidizers. Hazardous Decomposition Products: Hydrogen chloride, nitrogen oxides, carbon monoxide, carbon dioxide. Hazardous Polymerization: Has not been reported. Section 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 51-43-4: DO2625000 LD50/LC50: CAS# 51-43-4: Skin, rat: LD50 = 62 mg/kg. Carcinogenicity: 1,2-benzenediol, 4-[1-hydroxy-2-(methylamino)ethyl] - Not listed by ACGIH, IARC, or NTP. Other: See actual entry in RTECS for complete information. Section 12 - ECOLOGICAL INFORMATION Section 13 - DISPOSAL CONSIDERATIONS Products which are considered hazardous for supply are classified as Special Waste and the disposal of such chemicals is covered by regulations which may vary according to location. Contact a specialist disposal company or the local waste regulator for advice. Empty containers must be decontaminated before returning for recycling. Section 14 - TRANSPORT INFORMATION IATA Shipping Name: ALKALOIDS, SOLID, NOS((-)-Adrenaline) Hazard Class: 6.1 UN Number: 1544 Packing Group: II IMO Shipping Name: ALKALOIDS, SOLID, NOS((-)-Adrenaline) Hazard Class: 6.1 UN Number: 1544 Packing Group: II RID/ADR Shipping Name: ALKALOIDS, SOLID, NOS((-)-Adrenaline) Hazard Class: 6.1 UN Number: 1544 Packing group: II USA RQ: CAS# 51-43-4: 1000 lb final RQ; 454 kg final RQ Section 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives Hazard Symbols: T Risk Phrases: R 23/24/25 Toxic by inhalation, in contact with skin and if swallowed. R 33 Danger of cumulative effects. Safety Phrases: S 23 Do not inhale gas/fumes/vapour/spray. S 24/25 Avoid contact with skin and eyes. WGK (Water Danger/Protection) CAS# 51-43-4: 3 Canada CAS# 51-43-4 is listed on Canada's DSL List. CAS# 51-43-4 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 51-43-4 is listed on the TSCA inventory. SECTION 16 - ADDITIONAL INFORMATION N/A |
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
MUTATION DATA
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This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Symbol |
GHS06 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H301 + H331-H310 |
| Precautionary Statements | P261-P280-P301 + P310-P302 + P350-P310 |
| Personal Protective Equipment | Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges |
| Hazard Codes | T:Toxic |
| Risk Phrases | R23/24/25;R33;R36/37/38;R52/53 |
| Safety Phrases | S23-S26-S36/37/39-S45-S61 |
| RIDADR | UN 2811 |
| WGK Germany | 3 |
| RTECS | DO2625000 |
| Packaging Group | II |
| Hazard Class | 6.1 |
| HS Code | 2922509090 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
|
~52%
Adrenaline CAS#:51-43-4 |
| Literature: Muller; Keil; Gerhard Tetrahedron, 1986 , vol. 42, # 5 p. 1529 - 1532 |
|
~%
Adrenaline CAS#:51-43-4 |
| Literature: WOCKHARDT RESEARCH CENTRE; YADAV, RAMPRASAD; SHAIKH, ZAKIR GAFOOR; NASIR ALI, SHAFAKAT ALI; MERWADE, ARVIND; SIDDIQUI MOHAMMAD, JAWEED MUKARRAM Patent: WO2009/4593 A2, 2009 ; Location in patent: Page/Page column 7 ; |
|
~97%
Adrenaline CAS#:51-43-4 |
| Literature: Singer, Robert A.; Carreira, Erick M. Tetrahedron Letters, 1997 , vol. 38, # 6 p. 927 - 930 |
|
~%
Adrenaline CAS#:51-43-4 |
| Literature: Muller; Keil; Gerhard Tetrahedron, 1986 , vol. 42, # 5 p. 1529 - 1532 |
|
~%
Adrenaline CAS#:51-43-4 |
| Literature: Muller; Keil; Gerhard Tetrahedron, 1986 , vol. 42, # 5 p. 1529 - 1532 |
|
~%
Adrenaline CAS#:51-43-4 |
| Literature: Singer, Robert A.; Carreira, Erick M. Tetrahedron Letters, 1997 , vol. 38, # 6 p. 927 - 930 |
|
~%
Adrenaline CAS#:51-43-4 |
| Literature: Singer, Robert A.; Carreira, Erick M. Tetrahedron Letters, 1997 , vol. 38, # 6 p. 927 - 930 |
|
~%
Adrenaline CAS#:51-43-4 |
| Literature: Ges. f. Chem. Ind. Basel Patent: DE505460 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 2098 |
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 7 | |
|---|---|
| DownStream 10 | |
CAS#:74-89-5
CAS#:64-18-6
CAS#:144-62-7
CAS#:99-50-3
CAS#:120-80-9
CAS#:121-33-5
CAS#:93-07-2
CAS#:75-50-3
CAS#:26405-77-6This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| HS Code | 2922509090 |
|---|---|
| Summary | 2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0% |
This table lists relevant public references with title, journal and publication metadata for this compound.
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Over-expression of Follistatin-like 3 attenuates fat accumulation and improves insulin sensitivity in mice.
Metab. Clin. Exp. 64(2) , 283-95, (2015) Follistatin-like 3 (fstl3), a natural inhibitor of members of the TGF-β family, increases during resistance training in human plasma. Fstl3 primarily binds myostatin and activin A, and thereby inhibit... |
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Phospholipase C-related catalytically inactive protein (PRIP) regulates lipolysis in adipose tissue by modulating the phosphorylation of hormone-sensitive lipase.
PLoS ONE 9(6) , e100559, (2014) Phosphorylation of hormone-sensitive lipase (HSL) and perilipin by protein kinase A (PKA) promotes the hydrolysis of lipids in adipocytes. Although activation of lipolysis by PKA has been well studied... |
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Endogenous brain pericytes are widely activated and contribute to mouse glioma microvasculature.
PLoS ONE 10(4) , e0123553, (2015) Glioblastoma multiforme (GBM) is the most common brain tumor in adults. It presents an extremely challenging clinical problem, and treatment very frequently fails due to the infiltrative growth, facil... |
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| Epipen |
| L(-)-Epinephrine |
| 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol |
| 4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]benzol-1,2-diol |
| l-Epinephrine |
| (R)-Epinephrine |
| Lyodrin |
| 4-[(1R)-1-hydroxy-2-(méthylamino)éthyl]benzène-1,2-diol |
| Ana-Kit |
| Epifrin |
| (-)-3,4-dihydroxy-a-[(methylamino)methyl]-Benzyl alcohol |
| Corisol |
| L-Methylaminoethanolcatechol |
| Adrine |
| (-)-Adrenalin |
| (−)-Adrenalin |
| (−)-Epinephrine |
| adrenaline |
| R-(-)-Epinephrine |
| L-Adrenaline |
| (R)-(-)-adrenaline |
| (-)-adrenaline |
| L-Epinehphrine |
| MFCD00002204 |
| Bosmin |
| L-Epinephine |
| 4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol |
| (-)-Epinephrine |
| (R)-adrenaline |
| (-)-3,4-Dihydroxy-a-[(methylamino)methyl]benzyl Alcohol |
| (S)-4-(1-hydroxy-2-(methylamino)ethyl)benzene-1,2-diol |
| Adrenan |
| EINECS 200-098-7 |
| (-)-R-Epinephrine |
| IOP |
| Levo-Methylaminoethanolcatechol |
| Adrenal |
| Suprel |
| (R)-(-)-Epinephrine |
| Levoreninum |
| Levophed |
| (-)-3,4-dihydroxy-α-[(methylamino)methyl]-Benzyl alcohol |
| Adrin |
| L-Adrenalin |
| Exadrin |
| Adrenalin |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the polar surface area (PSA) of (R)-adrenaline? |
| A: Polar surface area (PSA) of (R)-adrenaline is 72.72000. |
| Q: What are the uses of (R)-adrenaline? |
| A: Main uses of (R)-adrenaline: L-Epinephrine is a hormone secreted by the medulla of the adrenal glands. L-Epinephrine is an α-adrenergic and β-adrenergic receptor agonist. |
| Q: What is the boiling point of (R)-adrenaline? |
| A: Boiling point of (R)-adrenaline is 413.1±40.0 °C at 760 mmHg. |
| Q: What is the melting point of (R)-adrenaline? |
| A: Melting point of (R)-adrenaline is 208-211ºC. |
| Q: What is the molecular weight of (R)-adrenaline? |
| A: Molecular weight of (R)-adrenaline is 183.204. |
| Q: What is the English name of (R)-adrenaline? |
| A: The English name of (R)-adrenaline is (R)-adrenaline. |
| Q: What are the upstream materials of (R)-adrenaline? |
| A: Related upstream materials(CAS) of (R)-adrenaline: 87-69-4;329-65-7;41787-64-8;62-13-5;104819-56-9;120-14-9;99-45-6. |
| Q: What are the downstream products of (R)-adrenaline? |
| A: Related downstream products(CAS) of (R)-adrenaline: 74-89-5;64-18-6;144-62-7;329-65-7;99-50-3;120-80-9;121-33-5;93-07-2;75-50-3;26405-77-6. |
| Q: What is the molecular formula of (R)-adrenaline? |
| A: Molecular formula of (R)-adrenaline is C9H13NO3. |
| Q: What is the LogP of (R)-adrenaline? |
| A: LogP of (R)-adrenaline is -0.63. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Henan Tianfu Chemical Co., Ltd. |