RACEPINEPHRINE HYDROCHLORIDE

US Approved OTC

Details

Stereochemistry	RACEMIC
Molecular Formula	C9H13NO3.ClH
Molecular Weight	219.665
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of RACEPINEPHRINE HYDROCHLORIDE

Structure Search

SMILES

Cl.CNCC(O)C1=CC(O)=C(O)C=C1

InChI

InChIKey=ATADHKWKHYVBTJ-UHFFFAOYSA-N

InChI=1S/C9H13NO3.ClH/c1-10-5-9(13)6-2-3-7(11)8(12)4-6;/h2-4,9-13H,5H2,1H3;1H

HIDE SMILES / InChI

Molecular Formula	C9H13NO3
Molecular Weight	183.2044
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=5c6d98fe-3e86-4816-92f2-49d38a432e39&type=display | https://www.ncbi.nlm.nih.gov/pubmed/23758233 | https://www.ncbi.nlm.nih.gov/pubmed/25213051

Racepinephrine or racemic epinephrine is a mixture of levo and dextro isomers of epinephrine act as a nonselective agonist at adrenergic receptors. It is a bronchodilator used in the temporary relief of mild symptoms of intermittent asthma including wheezing, shortness of breath. Inhaled racepinephrine became available in September 2012 as a nonprescription treatment for bronchospasm based on a 1986 US Food and Drug Administration rule. Besides, racemic epinephrine relieves respiratory distress in hospitalized infants with bronchiolitis and is safe but does not abbreviate hospital stay. Morbidity associated with bronchiolitis as identified by parents persists for at least one week after hospital discharge in most infants.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Adrenergic receptor 35 Target ID: CHEMBL2331074 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22220172	Agonist 2752

Conditions

Condition	Modality	Targets	Highest Phase	Product
Asthma 244 Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=5c6d98fe-3e86-4816-92f2-49d38a432e39&type=display	Palliative		Approved 8583	Unknown Approved Use For temporary relief of mild symptoms of intermittent asthma: wheezing, tightness of chest, shortness of breath
Bronchiolitis 3 Sources: https://clinicaltrials.gov/show/NCT00817466	Palliative		Approved 8583	Unknown Approved Use Unknown

Doses

Dose	Population	Adverse events
50 mg single, oral Overdose Dose: 50 mg Route: oral Route: single Dose: 50 mg Sources: https://pubmed.ncbi.nlm.nih.gov/7781638/	unknown, 2 years Health Status: unknown Age Group: 2 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/7781638/	Disc. AE: Hypertension, Tachycardia... AEs leading to discontinuation/dose reduction: Hypertension (5.4%) Tachycardia (5.4%) Sources: https://pubmed.ncbi.nlm.nih.gov/7781638/

AEs

AE	Significance	Dose	Population
Hypertension	5.4% Disc. AE	50 mg single, oral Overdose Dose: 50 mg Route: oral Route: single Dose: 50 mg Sources: https://pubmed.ncbi.nlm.nih.gov/7781638/	unknown, 2 years Health Status: unknown Age Group: 2 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/7781638/
Tachycardia	5.4% Disc. AE	50 mg single, oral Overdose Dose: 50 mg Route: oral Route: single Dose: 50 mg Sources: https://pubmed.ncbi.nlm.nih.gov/7781638/	unknown, 2 years Health Status: unknown Age Group: 2 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/7781638/

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY548872	https://www.001chemical.com/chem/329-65-7
001 Chemical	DY557482	https://www.001chemical.com/chem/51-42-3
001 Chemical	DY580639	https://www.001chemical.com/chem/929881-05-0
3B Scientific (Wuhan) Corp	3B1-01643	http://www.3bsc.com/index/pro_info.php?id=21855
AA Blocks	AA019FXR	https://www.aablocks.com/goods/Goods/detail?id=AA019FXR
Aaron Chemicals	AR019GPJ	http://www.aaronchem.com/329-65-7
AbMole Bioscience	M5586	http://www.abmole.com/products/dl-epinephrine.html
Acadechem	ACDS-023900	http://www.acadechemical.com/product/98599
Achemo Scientific Limited	AC-11419	http://www.achemo.com/product_view.asp?ID=1309
Achemtek	0104-000882	http://www.achemtek.com/329-65-7
AHH Chemical co.,ltd	MR-1003006	http://www.ahhchemical.com/product/MR-1003006.html
AK Scientific, Inc. (AKSCI)	70618	http://www.aksci.com/item_detail.php?cat=70618
Allbio Pharm Co., Ltd	AD14333	http://www.allbiopharm.com/product/n/AD14333
Angene	AGN-PC-03GAD8	http://www.angenechemical.com/productshow/AGN-PC-03GAD8.html
Angene	AGN-PC-0OBI98	http://www.angenechemical.com/productshow/AGN-PC-0OBI98.html
Anward	ANW-71524	http://www.anward.com/pro_result/57975
Aurora Fine Chemicals LLC	K02.873.950	http://online.aurorafinechemicals.com/info?ID=K02.873.950
Aurum Pharmatech LLC	M-2547	http://www.Aurumpharmatech.com/Product/ProductDetails/M_2547
BioChemPartner	BCP17220	http://www.biochempartner.com/329-65-7-BCP17220
BioCrick	BCC4318	http://www.biocrick.com/DL-Adrenaline-BCC4318.html
BioCrick	BCN2191	http://www.biocrick.com/Adrenaline-BCN2191.html
BioSynth	J-018952	https://www.biosynth.com/en/products/all-products/products/J-018952.html
BOC Sciences	1189977-29-4	https://www.bocsci.com/epinephrine-d3-cas-1189977-29-4-item-306851.html
BOC Sciences	1219803-77-6	https://www.bocsci.com/epinephrine-d6-cas-1219803-77-6-item-306852.html
Chem Scene	CS-2556	http://www.chemscene.com/329-65-7.html
ChemMol	30101990	http://www.chemmol.com/chemmol/30101990.html
ChemMol	44022333	http://www.chemmol.com/chemmol/44022333.html
ChemMol	49409605	http://www.chemmol.com/chemmol/49409605.html
ChemMol	49416189	http://www.chemmol.com/chemmol/49416189.html
Chemspace	CSSB00000028532	https://chem-space.com/CSSB00000028532
Clearsynth	CS-CX-00056	https://www.clearsynth.com/en/CSCX00056.html
Clearsynth	CS-EG-00043	https://www.clearsynth.com/en/CSEG00043.html
Clearsynth	CS-ER-02372	https://www.clearsynth.com/en/CSER02372.html
Clearsynth	CS-O-02818	https://www.clearsynth.com/en/CSO02818.html
DC Chemicals	DC34172	http://www.dcchemicals.com//product_show-DL-Adrenaline.html
DC Chemicals	DC37693	http://www.dcchemicals.com//product_show-D-Epinephrine.html
eNovation Chemicals	D670854	https://www.enovationchem.com/ProductDetails.asp?ProductID=D670854
Finetech	FT-0625455	http://www.finetechnology-ind.com/prod/detail/pub/329-65-7.html
Finetech	FT-0695432	http://www.finetechnology-ind.com/prod/detail/pub/6912-68-1.html
Hairui	HR138456	http://www.hairuichem.com/en/product/329-65-7.html
iChemical	EBD2204189	http://www.ichemical.com/products/329-65-7.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs
Lab Network	LN00227160	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00227160
LGC Standards	MM0614.15	https://www.lgcstandards.com/US/en/p/MM0614.15
mcule	MCULE-4868062157	https://mcule.com/MCULE-4868062157/
MedChem Express	HY-B0447	https://www.medchemexpress.com/DL-Epinephrine.html
Molcore	MC548872	https://www.molcore.com/product/329-65-7
Molcore	MC557482	https://www.molcore.com/product/51-42-3
Molcore	MC580639	https://www.molcore.com/product/929881-05-0
MolPort	MolPort-001-785-704	https://www.molport.com/shop/molecule-link/MolPort-001-785-704
MuseChem	A000274	https://www.musechem.com/product/A000274.html
MuseChem	A000523	https://www.musechem.com/product/A000523.html
Oakwood	234223	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=115222&ExtHyperLink=1
OChem	116	http://www.ocheminc.com/index.php?act=psearch&pid=329A657
Parchem	28119	http://www.parchem.com/chemical-supplier-distributor/Adrenaline-018119.aspx
Selleck Chemicals	S2523	http://www.selleckchem.com/products/dl-adrenaline.html
Sigma-Aldrich	E-077_CERILLIAN	https://www.sigmaaldrich.com/catalog/product/cerillian/e077?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	E1635_SIGMA	https://www.sigmaaldrich.com/catalog/product/sigma/e1635?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sinfoo Biotech	S008243	http://www.sinfoobiotech.com/product/1011641
Smolecule	S525667	http://www.smolecule.com/products/s525667
Smolecule	S526376	http://www.smolecule.com/products/s526376
TCI (Tokyo Chemical Industry)	A0172	http://www.tcichemicals.com/eshop/en/us/commodity/A0172/index.html
THE BioTek	bt-265790	https://www.thebiotek.com/product/inhibitors/bt-265790
THE BioTek	bt-266826	https://www.thebiotek.com/product/inhibitors/bt-266826

PubMed

Title	Date	PubMed
Structural basis of beta-adrenergic receptor subtype specificity studied with chimeric beta 1/beta 2-adrenergic receptors.	1988 Dec	2849109
Structural and conformational features determining selective signal transduction in the beta 3-adrenergic receptor.	1993 Dec	7903415
Carazolol: a potent, selective beta 3-adrenoceptor agonist.	1995 Nov 30	8719421
Ligand efficacy and potency at recombinant alpha2 adrenergic receptors: agonist-mediated [35S]GTPgammaS binding.	1998 Apr 1	9605427
The effect of methylene blue on the hemodynamic changes during ischemia reperfusion injury in orthotopic liver transplantation.	2002 Apr	11916779
Epinephrine as a mediator of pulmonary neutrophil sequestration.	2002 Jul	12095133
The efficacy of hemodynamic and T-wave criteria for detecting intravascular injection of epinephrine test dose in propofol-anesthetized adults.	2002 Mar	11867404
Exercise-induced changes in plasma composition increase erythrocyte Na+,K+-ATPase, but not Na+-K+-2Cl- cotransporter, activity to stimulate net and unidirectional K+ transport in humans.	2003 Dec 15	14528028
Comparative pharmacology of human beta-adrenergic receptor subtypes--characterization of stably transfected receptors in CHO cells.	2004 Feb	14730417
Catecholamines potentiate the effect of thyroid hormone on intestinal absorption of glucose in the rat.	2005 Jun	16749344
[Experimental studies of rhizoma Astilbes chinensis on its effects in abirritation, blood activation, cough relieving and sputum elimination].	2006 Dec	17357557
Strategies for enantioseparations of catecholamines and structurally related compounds by capillary zone electrophoresis using sulfated beta-cyclodextrins as chiral selectors.	2006 Sep	16944458
Extracellular signal-regulated kinase 1/2-mediated transcriptional regulation of G-protein-coupled receptor kinase 3 expression in neuronal cells.	2007 Apr	17255468
More PKA independent beta-adrenergic signalling via cAMP: is Rap1-mediated glucose uptake in vascular smooth cells physiologically important?	2007 Jun	17450171
Stereospecificity of mushroom tyrosinase immobilized on a chiral and a nonchiral support.	2007 May 30	17488091
End-column chemiluminescence detection for pressurized capillary electrochromatographic analysis of norepinephrine and epinephrine.	2007 Nov 2	17905257
Neuronal nitric oxide synthase gene inactivation reduces the expression of vasopressin in the hypothalamic paraventricular nucleus and of catecholamine biosynthetic enzymes in the adrenal gland of the mouse.	2008 Jan	17853069
Adrenaline-induced chronic ocular hypertension in adult rabbits.	2009 Apr	19384793
Characteristics and outcome of cardiopulmonary resuscitation in hospitalised African children.	2009 Jan	19013705
Enhanced voltammetric detection of epinephrine at a carbon nanotube/nafion composite electrode in the presence of ascorbic acid.	2009 Nov	19908573

Patents

Sample Use Guides

In Vivo Use Guide

Bronchiolitis: 0,1ml<5kg, 0,15ml 5-6,9kg, 0,20ml 7-9,9kg, 0,25ml >10kg of racemic adrenaline (racepinephrine) 20mg/ml diluted in 2ml NaCl. Maximum 12 inhalations/24 hours

Route of Administration: Other

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:28:37 GMT 2025` Edited by `admin` on `Mon Mar 31 18:28:37 GMT 2025`
Record UNII	336096P2WE
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

RACEPINEPHRINE HYDROCHLORIDE

Common Name

English

EPINEPHRINE,RACEMIC HYDROCHLORIDE

Preferred Name

English

EPINEPHRINE DL-FORM HYDROCHLORIDE

Common Name

English

EPINEPHRINE HYDROCHLORIDE, DL-

Common Name

English

EPINEPHRINE,RACEMIC HYDROCHLORIDE [VANDF]

Common Name

English

RACEPINEPHRINE HYDROCHLORIDE [USP-RS]

Common Name

English

RACEPINEFRINE HYDROCHLORIDE

Common Name

English

Racepinefrine hydrochloride [WHO-DD]

Common Name

English

RACEPINEPHRINE HYDROCHLORIDE [USP MONOGRAPH]

Common Name

English

EPINEPHRINE DL-FORM HYDROCHLORIDE [MI]

Common Name

English

ADRENALINE HYDROCHLORIDE, DL-

Common Name

English

RACEPINEPHRINE HCL

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C319