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(-)-Epinephrine hydrochloride

pharmaceutical raw materials
(-)-Epinephrine hydrochloride structure

(-)-Epinephrine hydrochloride 

structure
  • CAS No:

    55-31-2

  • Formula:

    C9H13NO3.ClH

  • Chemical Name:

    (-)-Epinephrine hydrochloride

  • Synonyms:

    1,2-Benzenediol,4-[(1R)-1-hydroxy-2-(methylamino)ethyl]-,hydrochloride (1:1);Benzyl alcohol,3,4-dihydroxy-α-[(methylamino)methyl]-,hydrochloride,(-)-;1,2-Benzenediol,4-[1-hydroxy-2-(methylamino)ethyl]-,hydrochloride,(R)-;1,2-Benzenediol,4-[(1R)-1-hydroxy-2-(methylamino)ethyl]-,hydrochloride;Adrenaline chloride;(-)-Adrenaline hydrochloride;l-Adrenaline hydrochloride;Adrenalin hydrochloride;Epinephrine chloride;l-Epinephrine chloride;Epinephrine hydrochloride;l-Epinephrine hydrochloride;Gelatin-Epinephrine;l-Methylaminoethanolcatechol hydrochloride;Supranephrin Solution;Suprarenin hydrochloride;Adrenaline hydrochloride;l-Adrenaline chloride;Adrenalin chloride;(-)-Epinephrine hydrochloride;Tonogen;Adrenaline chlorhydrate;Glaucon;39836-34-5;66240-90-2

  • Categories:

    Organic Chemistry  >  Amides

Description

L-Epinephrine hydrochloride ((-)-Epinephrine hydrochloride; L-Adrenaline hydrochloride; (-)-Adrenalin hydrochloride), an endogenous neurotransmitter hormone, is used for the treatment of allergic and respiratory disorders[1].


Crystals. Used medically as a cardiostimulant.


Crystals. Used medically as a cardiostimulant.|Epinephrine Hydrochloride is the hydrochloride salt of the naturally occurring sympathomimetic amine with vasoconstricting, intraocular pressure-reducing, and bronchodilating activities. By stimulating vascular alpha-adrenergic receptors, epinephrine causes vasoconstriction, thereby increasing vascular resistance and blood pressure. When administered in the conjunctiva, this agent binds to alpha-adrenergic receptors in the iris sphincter muscle, resulting in vasoconstriction, a decrease in the production of aqueous humor, and a lowering of intraocular pressure. Through its beta1 receptor-stimulating actions, epinephrine increases the force and rate of myocardial contraction and relaxes bronchial smooth muscle, resulting in bronchodilation.|The active sympathomimetic hormone from the ADRENAL MEDULLA. It stimulates both the alpha- and beta- adrenergic systems, causes systemic VASOCONSTRICTION and gastrointestinal relaxation, stimulates the HEART, and dilates BRONCHI and cerebral vessels. It is used in ASTHMA and CARDIAC FAILURE and to delay absorption of local ANESTHETICS.

(-)-Epinephrine hydrochloride Basic Attributes

219.67

219.066223

200-230-3

WBB047OO38

2811

DTXSID1020568|DTXSID5050501|DTXSID9057717

C74941

COLORLESS OR SLIGHTLY YELLOW, TRANSPARENT BRITTLE, SHEETS, FLAKES, OR COARSE POWDER

Characteristics

72.7

1.54350

Crystals. Used medically as a cardiostimulant.

157°C

413.1ºC at 760 mmHg

207.9ºC

INSOL IN ALC, CHLOROFORM, ETHER, FIXED & VOLATILE OILS

Oral-mouse LD50: 24 mg/kg; intraperitoneal-mouse LD50: 50 mg/kg

Flammable; burning releases toxic nitrogen oxides and hydrogen chloride fumes

ODORLESS

TASTELESS

HIGH BLOOM GELATINS: BEST CLARITY; FREE FROM ANIMAL ODOR & OTHER OFF-FLAVORS, SLOW MELTING PROPERTIES|AMPHOTERIC; SWELLS UP & ABSORBS 5-10 TIMES ITS WT OF WATER TO FORM GEL IN SOLN BELOW 35-40 °C

Water soluble [Merck].

Alcohols and Polyols

EPINEPHRINE HYDROCHLORIDE is readily destroyed by alkalis and oxidizing agents (NTP, 1992).

Safety Information

II

6.1(a)

3249

24/25-36/37/38

26-36/37-45

DO3150000

Treasury is ventilated, low temperature and dry; stored separately from food materials

STABLE IN AIR WHEN DRY, SUBJECT TO MICROBIC DECOMP WHEN MOIST OR IN SOLN

REGULATION: FDA- GRAS.

Flash point data for this chemical are not available, but it is probably combustible. (NTP, 1992)

Fires involving this compound should be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). (NTP, 1992)

Toxicity

most toxic

Drug Information

Excipients|/GELFILM/ BOTH AS MECHANICAL PROTECTIVE & AS TEMPORARY SUPPORTIVE STRUCTURE & REPLACEMENT MATRIX IN SURGICAL REPAIR OF DEFECTS IN MEMBRANES, SUCH AS DURA MATER & PLEURA. WHEN IMPLACED BETWEEN DAMAGED OR OPERATED STRUCTURES IT PREVENTS ADHESIONS.|GELATINE IS INCOMPLETE PROTEIN, SINCE IT LACKS CERTAIN NUMBER OF ESSENTIAL AMINO ACIDS, BUT IT IS ONE OF THE PLASMA SUBSTITUTES WHOSE PHYSICO-CHEMICAL PROPERTIES ARE CLOSEST TO THOSE OF HUMAN BLOOD.|/ZINC GELATIN USP/ MELTED & APPLIED IN MOLTEN STATE BETWEEN LAYERS OF BANDAGE TO ACT AS PROTECTIVE & TO SUPPORT VARICOSITIES & SIMILAR LESIONS OF LOWER LIMBS.|For more Therapeutic Uses (Complete) data for GELATIN (7 total), please visit the HSDB record page.

IN LARGE AMT.../GELATINES/ CAN CAUSE PSEUDO-AGGLUTINATIONS, INCR SEDIMENTATION RATE, & CAUSE FIXATION OF BLOOD STREAM PROTEINS IN TISSUES. SUCH EFFECTS ARE REVERSIBLE & DISAPPEAR SIMULTANEOUSLY WITH ELIMINATION OF THE GELATINE.|APPLICATIONS: WHEN /GELFOAM/...IS PACKED INTO CAVITIES OR CLOSED TISSUE SPACES, CARE SHOULD BE EXERCISED TO AVOID OVERPACKING BECAUSE, AS MATERIAL ABSORBS FLUID, IT EXPANDS & MAY PRESS ON NEIGHBORING STRUCTURES.|ADVERSE EFFECTS OF PLASMA VOL EXPANDERS ARE DISCUSSED.

Drugs that selectively bind to and activate beta-adrenergic receptors. (See all compounds classified as Adrenergic beta-Agonists.)|Agents that cause an increase in the expansion of a bronchus or bronchial tubes. (See all compounds classified as Bronchodilator Agents.)|Agents that dilate the pupil. They may be either sympathomimetics or parasympatholytics. (See all compounds classified as Mydriatics.)|Drugs that selectively bind to and activate alpha adrenergic receptors. (See all compounds classified as Adrenergic alpha-Agonists.)|Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)|Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)

.../ELIMINATION OF GELATINE USED AS PLASMA SUBSTITUTE/ IS RAPID & CONSTITUTES NO DRAWBACK TO USING THESE SOLN.|...IT IS COMPLETELY ABSORBED IN 4 TO 6 WK, IT MAY BE LEFT IN PLACE AFTER CLOSURE OF OPERATIVE WOUND.|INTRAVASCULAR RETENTION, DISPERSAL, EXCRETION, & BREAK-DOWN OF GELATIN PLASMA SUBSTITUTES ARE DISCUSSED.

SYMPTOMS: Adverse reactions include restlessness; anxiety; headache; tremor; weakness; dizziness; pallor; respiratory difficulties; palpitation; nausea and vomiting. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Generally, the induction of vomiting is NOT recommended outside of a physician's care due to the risk of aspirating the chemical into the victim's lungs. However, if the victim is conscious and not convulsing and if medical help is not readily available, consider the risk of inducing vomiting because of the high toxicity of the chemical ingested. Ipecac syrup or salt water may be used in such an emergency. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

450 STATIONARY PT COVERING 5 AGE GROUPS WERE RANDOMLY ALLOCATED 3 BATCHES OF MODIFIED FLUID GELATIN (NEO-PLASMAGEL). THE INCIDENCE OF ALLERGOID & ANAPHYLACTOID REACTIONS DEPENDED ON THE PRE-MEDICATION (P LESS THAN 0.025).|A CASE OF ANAPHYLACTIC REACTION TO AN INFUSION OF MODIFIED FLUID GELATIN (PLASMAGEL) WHICH OCCURRED JUST BEFORE THE INDUCTION OF ANAESTHESIA IS REPORTED.

4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-benzenediol

(-)-Epinephrine hydrochloride Use and Manufacturing

Methods of Manufacturing

ACID HYDROLYSIS OF COLLAGEN IN PORKSKINS; ALKALINE HYDROLYSIS OF COLLAGEN IN CATTLE BONES, OSSEIN (DECALCIFIED BONES), CALFSKINS, & HIDE SPLITS WITH SUBSEQUENT FILTRATION, CONCENTRATION, CHILLING, CUTTING, & DRYING|HETEROGENEOUS MIXT OF WATER-SOL PROTEINS OF HIGH AVG MOL WT. GELATIN IS NOT FOUND IN NATURE BUT DERIVED FROM COLLAGEN (QV) BY HYDROLYTIC ACTION. OBTAINED BY BOILING SKIN, TENDONS, LIGAMENTS, BONES, ETC, WITH WATER.

Production

(1972) 2.5-2.9X10+10 GRAMS (CONSUMPTION EST)|(1975) OVER 5.87X10+7 GRAMS (EDIBLE GRADE)

66-75% AS FOOD GRADE FOR PRODUCTS INCL GELATIN DESSERTS & PUDDINGS, MARSHMALLOWS & OTHER CONFECTIONS, ICE CREAM & FROZEN DESSERTS, CHEESES AND OTHER DAIRY PRODUCTS; 16-25% AS PHOTOGRAPHIC GRADE FOR APPLICATIONS INCL FILMS, PAPERS, TEXTILES, MICROENCAPSULATION & ELECTROPLATING; 8% AS PHARMACEUTICAL GRADE FOR CAPSULES, COSMETICS, OINTMENTS & BLOOD SUBSTITUTES & EXTENDERS (1967)

ZINC GELATIN, USP, SMOOTH JELLY COMPOSED OF ZINC OXIDE (10%) & GELATIN (15%) IN GLYCERIN-WATER VEHICLE, IS SPREAD BETWEEN LAYERS OF BANDAGE & USED AS PROTECTIVE DRESSING & SUPPORT FOR VARICOSITIES & SIMILAR LESIONS.|ABSORBABLE GELATIN SPONGE, USP (GELFOAM), IS STERILE, ABSORBABLE...GELATIN-BASE SPONGE. IT IS USED FOR CONTROL OF CAPILLARY OOZING & FRANK HEMORRHAGE, PARTICULARLY FROM HIGHLY VASCULAR AREAS THAT ARE DIFFICULT TO SUTURE.|/GELFILM/ STERILE, THIN FILM...USED IN NEUROLOGIC & THORACIC SURGERY FOR NONHEMOSTATIC PURPOSES TO REPAIR DEFECTS IN DURA & PLEURAL MEMBRANES. IT IS ALSO USED IN OCULAR SURGERY. DEPENDING UPON SITE & SIZE OF IMPLANT, 8 DAYS TO 6 MO ARE REQUIRED FOR ABSORPTION.|METHODS OF MFR DIFFER & CAN INFLUENCE RESULTS WITH PARENTERAL GELATINS. ...INTRAGEL, 8% PIGSKIN GELATIN SOLN IN PHYSIOLOGICAL SALINE. ... PRIMARILY BY IV ADMIN AS BLOOD VOL EXPANDER & HAS PH OF 7. ... DOSAGE DEPENDS ENTIRELY ON BLOOD VOL NEEDING REPLACEMENT.|GRADES: EDIBLE; PHOTOGRAPHIC; TECHNICAL; USP.

...GELATIN FORMULATIONS SHOULD BE PREPARED WITH FLAVOR MATERIALS SUITABLE FOR PROLONGED STORAGE. ...GELATIN-BASED POWDERS ARE USED ONLY WITH WATER. ...FRUIT FLAVORS...ARE USUALLY USED IN GELATIN POWDERS. ... USE OF LYOPHILIZED FRUIT JUICES...GIVE EXCELLENT RESULTS IN PREPN OF CERTAIN FLAVORS FOR GELATIN PRODUCTS.|PREFERRED TYPES.../OF GELATIN/...PIG OR CALF...BLOOM STRENGTH 175-250, & VISCOSITY IN 25-50 CENTIPOISE RANGE. ... GELATIN SHOULD BE GROUND TO PASS THROUGH NUMBER 60 US SCREEN WITH AMT THROUGH A NUMBER 325 LIMITED TO ABOUT 5%.|APPROX AMINO ACID CONTENT: GLYCINE 25.5%, ALANINE 8.7%, VALINE 2.5%, LEUCINE 3.2%, ISOLEUCINE 1.4%, CYSTINE & CYSTEINE 0.1%, METHIONINE 1.0%, PHENYLALANINE 2.2%, PROLINE 18.0%, HYDROXYPROLINE 14.1%, SERINE 0.4%, THREONINE 1.9%, TYROSINE 0.5%, ASPARTIC ACID 6.6%, GLUTAMIC ACID 11.4%...|APPROX AMINO ACID CONTENT: ...ARGININE 8.1%, LYSINE 4.1%, HISTIDINE 0.8%. TOTAL IS OVER 100% BECAUSE WATER IS INCORPORATED INTO MOLECULES OF INDIVIDUAL AMINO ACIDS. NUTRITIONALLY...INCOMPLETE PROTEIN LACKING TRYPTOPHAN & CONTAINING BUT SMALL AMT OF OTHER IMPORTANT AMINO ACIDS.|For more General Manufacturing Information (Complete) data for GELATIN (14 total), please visit the HSDB record page.

PRODUCT ANALYSIS: GELATIN CONCN IS DETERMINED BY RUNNING TEST FORMULA LOTS. FULL PRODUCT IS PREPD WITH VARIOUS LEVELS OF GELATIN & GEL STRENGTH DETERMINED AFTER 17 HR @ 10 °C. SUPPLIER SHOULD STANDARDIZE BLOOM STRENGTH & VISCOSITY OF SHIPMENTS UTILIZING THIS TYPE OF STD TEST.|QUALITATIVE TEST FOR DAIRY PRODUCTS.|TECHNIQUE FOR EXAM OF PHARMACEUTICAL GELATIN IS PRESENTED. TECHNIQUE INVOLVED ENZYME SOLUBILIZATION OF GELATIN WITH STERILE SOLN OF PROTEASE (PROTEINASE) PRIOR TO FILTRATION.|QUALITATIVE TEST FOR COTTAGE CHEESE.

Cosmetics -> Film forming; Viscosity controlling

Computed Properties

Molecular Weight:219.66
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:219.0662210
Monoisotopic Mass:219.0662210
Topological Polar Surface Area:72.7
Heavy Atom Count:14
Complexity:154
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Drug Function and Efficacy

It has both α-receptor and β-receptor stimulating effects. Alpha-receptor stimulating causes vasoconstriction of the skin, mucous membranes, and visceral vessels. β-receptor stimulating causes coronary vasodilation, skeletal muscle, myocardial excitation, increased heart rate, and relaxation of bronchial smooth muscle and gastrointestinal smooth muscle. The effect on blood pressure is dose-related. Common doses increase systolic blood pressure while diastolic blood pressure does not increase or decreases slightly. High doses increase both systolic and diastolic blood pressure.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

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