Salicylamide

Salicylamide
Clinical data
MedlinePlus	a681004
ATC code	N02BA05 (WHO) ; N02BA55 (WHO) (combinations);
Pharmacokinetic data
Excretion	Renal
Identifiers
	IUPAC name 2-Hydroxybenzamide;
CAS Number	65-45-2 ;
PubChem CID	5147;
DrugBank	DB08797 ;
ChemSpider	4963 ;
UNII	EM8BM710ZC;
ChEBI	CHEBI:32114 ;
ChEMBL	ChEMBL27577 ;
NIAID ChemDB	018403;
CompTox Dashboard (EPA)	DTXSID3021726 ;
ECHA InfoCard	100.000.554
Chemical and physical data
Formula	C7H7NO2
Molar mass	137.138 g·mol−1
3D model (JSmol)	Interactive image;
Density	1.33 g/cm3
Solubility in water	Soluble in hot water, ether, alcohol, and chloroform. mg/mL (20 °C)
	SMILES O=C(c1ccccc1O)N;
	InChI InChI=1S/C7H7NO2/c8-7(10)5-3-1-2-4-6(5)9/h1-4,9H,(H2,8,10) ; Key:SKZKKFZAGNVIMN-UHFFFAOYSA-N ;
	(verify)

Salicylamide (o-hydroxybenzamide or amide of salicyl) is a non-prescription drug with analgesic and antipyretic properties.^[1] Its medicinal uses are similar to those of aspirin.^[2] Salicylamide is used in combination with both aspirin and caffeine in the over-the-counter pain remedy PainAid. It was also an ingredient in the over-the-counter pain remedy BC Powder but was removed from the formulation in 2009, and Excedrin used the ingredient from 1960 to 1980 in conjunction with aspirin, acetaminophen, and caffeine. It was used in later formulations of Vincent's powders in Australia as a substitute for phenacetin.

Derivatives

Derivatives of salicylamide include ethenzamide, labetalol, medroxalol, otilonium, oxyclozanide, salicylanilide, niclosamide, and raclopride.

References

^ Borne R, Levi M, Wilson N (2008). "Nonsteroidal Anti-Inflammatory Drugs". In Foye WO, Williams DA (eds.). Foye's Principles of Medicinal Chemistry (6th ed.). Philadelphia London: Lippincott Williams & Wilkins. p. 968. ISBN 978-0-7817-6879-5.
^ "Salicylamide". Dictionary.com. Merriam-Webster's Medical Dictionary. Merriam-Webster, Inc. Retrieved December 31, 2006.

External links

Safety MSDS data Archived 2016-03-03 at the Wayback Machine

[1] Borne R, Levi M, Wilson N (2008). "Nonsteroidal Anti-Inflammatory Drugs". In Foye WO, Williams DA (eds.). Foye's Principles of Medicinal Chemistry (6th ed.). Philadelphia London: Lippincott Williams & Wilkins. p. 968. ISBN 978-0-7817-6879-5.

[2] "Salicylamide". Dictionary.com. Merriam-Webster's Medical Dictionary. Merriam-Webster, Inc. Retrieved December 31, 2006.

[1]

[2]

v t e Non-steroidal anti-inflammatory drugs (NSAIDs) (primarily M01A and M02A, also N02BA)
pyrazolones / pyrazolidines	Aminophenazone Ampyrone Azapropazone Clofezone Difenamizole Famprofazone Feprazone Kebuzone Metamizole Mofebutazone Morazone Nifenazone Oxyphenbutazone Phenazone Phenylbutazone Propyphenazone Sulfinpyrazone Suxibuzone^‡
salicylates	Aspirin (acetylsalicylic acid)^# Aloxiprin Benorylate Carbasalate calcium Diflunisal Dipyrocetyl Ethenzamide Guacetisal Magnesium salicylate Methyl salicylate Salsalate Salicin Salicylamide Salicylic acid (salicylate) Sodium salicylate
acetic acid derivatives and related substances	Aceclofenac Acemetacin Alclofenac Amfenac Bendazac Bromfenac Bufexamac Bumadizone Diclofenac Difenpiramide Etodolac Felbinac Fenclozic acid Fentiazac Indometacin Indometacin farnesil Isoxepac Ketorolac Lonazolac Mofezolac Oxametacin Prodolic acid Proglumetacin Sulindac Tiopinac Tolmetin Zomepirac^†
oxicams	Ampiroxicam Droxicam Isoxicam Lornoxicam Meloxicam Piroxicam Pivoxicam Tenoxicam
propionic acid derivatives (profens)	Alminoprofen Benoxaprofen^† Carprofen^‡ Dexibuprofen Dexketoprofen Fenbufen Fenoprofen Flunoxaprofen Flurbiprofen Ibuprofen^# Ibuproxam Indoprofen^† Ketoprofen Loxoprofen Miroprofen Naproxen Oxaprozin Pelubiprofen Piketoprofen Pirprofen Suprofen Tarenflurbil Tepoxalin^‡ Tiaprofenic acid Vedaprofen^‡ Zaltoprofen COX-inhibiting nitric oxide donator: Naproxcinod
n-arylanthranilic acids (fenamates)	Azapropazone Clonixin Etofenamate Floctafenine Flufenamic acid Flunixin Flutiazin Glafenine^† Meclofenamic acid Mefenamic acid Morniflumate Niflumic acid Tolfenamic acid
COX-2 inhibitors (coxibs)	Apricoxib Celecoxib (+tramadol) Cimicoxib^‡ Deracoxib^‡ Etoricoxib Firocoxib^‡ Lumiracoxib^† Mavacoxib^‡ Parecoxib Robenacoxib^‡ Rofecoxib^† Valdecoxib^†
other	Aminopropionitrile Benzydamine Chondroitin sulfate Diacerein Fluproquazone Glucosamine Glycosaminoglycan Hyperforin Nabumetone Nimesulide Oxaceprol Proquazone Superoxide dismutase / orgotein Tenidap
NSAID combinations	Ibuprofen/famotidine Ibuprofen/hydrocodone Ibuprofen/oxycodone Ibuprofen/paracetamol Meloxicam/bupivacaine Naproxen/diphenhydramine Naproxen/esomeprazole
Key: underline indicates initially developed first-in-class compound of specific group; ^#WHO-Essential Medicines; ^†withdrawn drugs; ^‡veterinary use.
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Derivatives

See also

References

External links