Acetaminophen

First approved in 1950

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H9NO2
Molecular Weight	151.1626
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=O)NC1=CC=C(O)C=C1

InChI

InChIKey=RZVAJINKPMORJF-UHFFFAOYSA-N

InChI=1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H,9,10)

HIDE SMILES / InChI

Molecular Formula	C8H9NO2
Molecular Weight	151.1626
Charge	0
Count

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

Description
Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2016/019872Orig1s044lbl.pdf

Acetaminophen, also known as paracetamol, is commonly used for its analgesic and antipyretic effects. Its therapeutic effects are similar to salicylates, but it lacks anti-inflammatory, antiplatelet, and gastric ulcerative effects. Acetaminophen (USAN) or Paracetamol (INN) is a widely used analgesic and antipyretic drug that is used for the relief of fever, headaches, and other minor aches and pains. It is a major ingredient in numerous cold and flu medications and many prescription analgesics. It is extremely safe in standard doses, but because of its wide availability, deliberate or accidental overdoses are not uncommon. Acetaminophen, unlike other common analgesics such as aspirin and ibuprofen, has no anti-inflammatory properties or effects on platelet function, and it is not a member of the class of drugs known as non-steroidal anti-inflammatory drugs or NSAIDs. At therapeutic doses, acetaminophen does not irritate the lining of the stomach nor affect blood coagulation, kidney function, or the fetal ductus arteriosus (as NSAIDs can). Acetaminophen is thought to act primarily in the CNS, increasing the pain threshold by inhibiting both isoforms of cyclooxygenase, COX-1, COX-2, and COX-3 enzymes involved in prostaglandin (PG) synthesis. Unlike NSAIDs, acetaminophen does not inhibit cyclooxygenase in peripheral tissues and, thus, has no peripheral anti-inflammatory affects. Acetaminophen indirectly blocks COX, and that this blockade is ineffective in the presence of peroxides. This might explain why acetaminophen is effective in the central nervous system and in endothelial cells but not in platelets and immune cells, which have high levels of peroxides. Studies also report data suggesting that acetaminophen selectively blocks a variant of the COX enzyme that is different from the known variants COX-1 and COX-2. This enzyme is now referred to as COX-3. Its exact mechanism of action is still poorly understood, but future research may provide further insight into how it works. The antipyretic properties of acetaminophen are likely due to direct effects on the heat-regulating centers of the hypothalamus resulting in peripheral vasodilation, sweating and hence heat dissipation.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cyclooxygenase 89 Target ID: CHEMBL2094253 Sources: https://www.ncbi.nlm.nih.gov/pubmed/?term=15662292	Inhibitor 8504

Conditions

Condition	Modality	Highest Phase	Product
Arthritis 87 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2016/019872Orig1s044lbl.pdf	Palliative	Approved 8583	TYLENOL Approved Use Uses temporarily relieves minor aches and pains due to: minor pain of arthritis, muscular aches, backache, premenstrual abd menstrual cramps, the common cold, headache, toochache; temporary reduce fever Launch Date 1994
Backache 16 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2016/019872Orig1s044lbl.pdf	Palliative	Approved 8583	TYLENOL Approved Use Uses temporarily relieves minor aches and pains due to: minor pain of arthritis, muscular aches, backache, premenstrual abd menstrual cramps, the common cold, headache, toochache; temporary reduce fever Launch Date 1994
Common cold 58 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2016/019872Orig1s044lbl.pdf	Palliative	Approved 8583	TYLENOL Approved Use Uses temporarily relieves minor aches and pains due to: minor pain of arthritis, muscular aches, backache, premenstrual abd menstrual cramps, the common cold, headache, toochache; temporary reduce fever Launch Date 1994
Fever 23 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2016/019872Orig1s044lbl.pdf	Palliative	Approved 8583	TYLENOL Approved Use Uses temporarily relieves minor aches and pains due to: minor pain of arthritis, muscular aches, backache, premenstrual abd menstrual cramps, the common cold, headache, toochache; temporary reduce fever Launch Date 1994
Headache 47 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2016/019872Orig1s044lbl.pdf	Palliative	Approved 8583	TYLENOL Approved Use Uses temporarily relieves minor aches and pains due to: minor pain of arthritis, muscular aches, backache, premenstrual abd menstrual cramps, the common cold, headache, toochache; temporary reduce fever Launch Date 1994

C_max

Value	Dose	Co-administered	Analyte	Population
28 μg/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/204767s000lbl.pdf	1000 mg single, intravenous dose: 1000 mg route of administration: Intravenous experiment type: SINGLE co-administered:		ACETAMINOPHEN plasma	Homo sapiens population: UNKNOWN age: ADULT sex: UNKNOWN food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
43 μg × h/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/204767s000lbl.pdf	1000 mg single, intravenous dose: 1000 mg route of administration: Intravenous experiment type: SINGLE co-administered:		ACETAMINOPHEN plasma	Homo sapiens population: UNKNOWN age: ADULT sex: UNKNOWN food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
2.4 h DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/204767s000lbl.pdf	1000 mg single, intravenous dose: 1000 mg route of administration: Intravenous experiment type: SINGLE co-administered:		ACETAMINOPHEN plasma	Homo sapiens population: UNKNOWN age: ADULT sex: UNKNOWN food status: UNKNOWN

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
substrate 1946	substrate 1193	substrate 1388

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
UGT1A6 136 UGT2B15 84 hOCT1 10	CYP1A1 389 CYP1A2 1197 CYP2A6 626 CYP2B6 776 CYP2C19 1119 CYP2E1 729 UGT1A1 479 UGT1A3 470 UGT1A4 399 UGT1A6 343 UGT1A7 249 UGT1A8 323 UGT1A9 423 UGT1A10 331 UGT2B4 278 UGT2B7 456 UGT2B15 236 UGT2B17 237 SULT2A1 28 SULT1A3/4 4 SULT1E1 22

Drug as perpetrator

Target	Modality	Activity
hOCT1 10	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/12388633/ Page: -	no
UGT1A6 171	inhibitor 4027 Sources: https://pubs.acs.org/doi/10.1021/tx050317i Page: -	yes [Ki 2300 uM]
UGT2B15 84	inhibitor 4027 Sources: https://pubs.acs.org/doi/10.1021/tx050317i Page: -	yes [Ki 5300 uM]

Drug as victim

Target	Modality	Activity
CYP3A4 1946	substrate 4014 Sources: https://www.tandfonline.com/doi/pdf/10.1080/00498250802512830?needAccess=true Page: 6.0	major
CYP2A6 626	substrate 4014 Sources: https://www.tandfonline.com/doi/pdf/10.1080/00498250802512830?needAccess=true Page: 6.0	no
CYP2B6 776	substrate 4014 Sources: https://www.tandfonline.com/doi/pdf/10.1080/00498250802512830?needAccess=true Page: 6.0	no
UGT1A3 470	substrate 4014 Sources: https://pubs.acs.org/doi/10.1021/tx050317i Page: -	no
UGT1A4 399	substrate 4014 Sources: https://pubs.acs.org/doi/10.1021/tx050317i Page: -	no
UGT2B17 237	substrate 4014 Sources: https://pubs.acs.org/doi/10.1021/tx050317i Page: -	no
UGT2B4 278	substrate 4014 Sources: https://pubs.acs.org/doi/10.1021/tx050317i Page: -	no
SULT1A3/4 4	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/18232020/ Page: -	yes [Km 1500 uM]
SULT1E1 22	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/18232020/ Page: -	yes [Km 1900 uM]
UGT2B15 236	substrate 4014 Sources: https://pubs.acs.org/doi/10.1021/tx050317i Page: -	yes [Km 2300 uM]
SULT2A1 28	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/18232020/ Page: -	yes [Km 3700 uM]
UGT1A6 343	substrate 4014 Sources: https://pubs.acs.org/doi/10.1021/tx050317i Page: -	yes [Km 4000 uM]
UGT1A1 479	substrate 4014 Sources: https://pubs.acs.org/doi/10.1021/tx050317i Page: -	yes [Km 5500 uM]
CYP1A1 389	substrate 4014 Sources: https://www.tandfonline.com/doi/pdf/10.1080/00498250802512830?needAccess=true Page: 6.0	yes
CYP1A2 1197	substrate 4014 Sources: https://www.tandfonline.com/doi/pdf/10.1080/00498250802512830?needAccess=true Page: 6.0	yes
CYP2C19 1119	substrate 4014 Sources: https://www.tandfonline.com/doi/pdf/10.1080/00498250802512830?needAccess=true Page: 6.0	yes
CYP2C9 1193	substrate 4014 Sources: https://www.tandfonline.com/doi/pdf/10.1080/00498250802512830?needAccess=true Page: 6.0	yes
CYP2D6 1388	substrate 4014 Sources: https://www.tandfonline.com/doi/pdf/10.1080/00498250802512830?needAccess=true Page: 6.0	yes
CYP2E1 729	substrate 4014 Sources: https://www.tandfonline.com/doi/pdf/10.1080/00498250802512830?needAccess=true Page: 6.0	yes
UGT1A10 331	substrate 4014 Sources: https://pubs.acs.org/doi/10.1021/tx050317i Page: -	yes
UGT1A7 249	substrate 4014 Sources: https://pubs.acs.org/doi/10.1021/tx050317i Page: -	yes
UGT1A8 323	substrate 4014 Sources: https://pubs.acs.org/doi/10.1021/tx050317i Page: -	yes
UGT1A9 423	substrate 4014 Sources: https://pubs.acs.org/doi/10.1021/tx050317i Page: -	yes
UGT2B7 456	substrate 4014 Sources: https://pubs.acs.org/doi/10.1021/tx050317i Page: -	yes

Sourcing

Vendor/Aggregator	ID	URL
3B Scientific (Wuhan) Corp	3B1-00018	http://www.3bsc.com/index/pro_info.php?id=20230
AA Blocks	AA0033T3	http://www.aablocks.com/goods/Goods/detail?id=AA0033T3
Aaron Chemicals	AR0034KV	http://www.aaronchem.com/103-90-2
abcr GmbH	AB113247	http://www.abcr.com/shop/en/AB113247
AbMole Bioscience	M3301	http://www.abmole.com/products/acetaminophen.html
Acadechem	ACDS-017269	http://www.acadechemical.com/product/91968
Accela ChemBio Inc	SY001162	http://www.accelachem.com/cn/search.html?keyword=SY001162&attname=GoodsCode
Achemica	ACMC-20989w	http://www.achemica.com/prodinfo/?id=118918
Achemo Scientific Limited	AC-22304	http://www.achemo.com/search/?Keyword=103-90-2
Achemtek	0104-010324	http://www.achemtek.com/103-90-2
Acros Organics	AC102330010	https://www.fishersci.com/shop/products/4-acetamidophenol-98-acros-organics/AC102330010
Acros Organics	AC102330050	https://www.fishersci.com/shop/products/4-acetamidophenol-98-acros-organics/AC102330050
Acros Organics	AC102330051	https://www.fishersci.com/shop/products/4-acetamidophenol-98-acros-organics-3/AC102330051
Acros Organics	AC102332500	https://www.fishersci.com/shop/products/4-acetamidophenol-98-acros-organics/AC102332500
Adooq BioScience	A10030	https://www.adooq.com/acetaminophen.html
AHH Chemical co.,ltd	MT-46428	http://www.ahhchemical.com/product/MT-46428.html
AHH Chemical co.,ltd	NP-1212	http://www.ahhchemical.com/product/NP-1212.html
AHH Chemical co.,ltd	NP-1228	http://www.ahhchemical.com/product/NP-1228.html
AK Scientific, Inc. (AKSCI)	H865	http://www.aksci.com/item_detail.php?cat=H865
Alfa Aesar	A11240	https://www.alfa.com/en/catalog/A11240/
Alfa Chemistry	103-90-2	https://www.alfa-chemistry.com/4-acetamidophenol-cas-103-90-2-item-289305.htm
Alfa Chemistry	ACM103902-1	https://www.alfa-chemistry.com/4-acetamidophenol-cas-103-90-2-item-289305.htm
Alfa Chemistry	AP103902	https://reagents.alfa-chemistry.com/product/acetaminophen-cas-103-90-2-966.html
Alfa Chemistry	AP103902-A	https://reagents.alfa-chemistry.com/product/acetaminophen-cas-103-90-2-967.html
Alichem	19146428	http://www.alichem.com/en/products/103-90-2.html
Allbio Pharm Co., Ltd	AD12245	http://www.allbiopharm.com/product/n/AD12245
Alsachim	1261	http://www.alsachim.com/product-C1609-glo.bal-view.html
Ambinter	Amb1209347	http://www.ambinter.com/reference/1209347
Anward	ANW-14994	http://www.anward.com/pro_result/17980
Aurora Fine Chemicals LLC	A00.157.692	http://online.aurorafinechemicals.com/info?ID=A00.157.692
Avantor Inc	101094-036	https://us.vwr.com/store/product/7889321/acetaminophen
Avantor Inc	200000-000	https://us.vwr.com/store/product/7513585/paracetamol
Avantor Inc	200010-144	https://us.vwr.com/store/product/7513585/paracetamol
BioChemPartner	BCP23431	http://www.biochempartner.com/103-90-2-BCP23431
BioCrick	BCC5269	http://www.biocrick.com/Acetaminophen-BCC5269.html
BioSynth	J-001064	https://www.biosynth.com/en/products/all-products/products/J-001064.html
BioSynth	J-514275	https://www.biosynth.com/en/products/all-products/products/J-514275.html
BOC Sciences	360769-21-7	https://isotope.bocsci.com/product/n-4-hydroxyphenyl-acetamide-13c2-15n-cas-360769-21-7-344677.html
BOC Sciences	60902-28-5	https://www.bocsci.com/acetaminophen-d3-cas-60902-28-5-item-466045.html
BOC Sciences	64315-36-2	https://www.bocsci.com/acetaminophen-d4-cas-64315-36-2-item-212493.html
Boerchem	BC204766	http://www.boerchem.com/?product_34471.html
Capot Chemical	17726	http://www.capotchem.com/en/17726.htm
Capot Chemical	PubChem17726	http://www.capotchem.com/en/17726.htm
Chem Scene	CS-2819	http://www.chemscene.com/103-90-2.html
Chemchart	cc-acetaminophen	http://chemchart.com/acetaminophen-detail.html
Chemenu	CM116796	http://www.chemenu.com/products/CM116796
ChemMol	1202927	http://www.chemmol.com/chemmol/1202927.html
ChemMol	44001940	http://www.chemmol.com/chemmol/44001940.html
ChemMol	49417442	http://www.chemmol.com/chemmol/49417442.html
ChemMol	98000234	http://www.chemmol.com/chemmol/98000234.html
ChemMol	99163344	http://www.chemmol.com/chemmol/99163344.html
Chemspace	CSSB00000184395	https://chem-space.com/CSSB00000184395
China MainChem Co., Ltd	103-90-2	https://www.mainchem.com/product/paracetamol/
Clearsynth	CS-O-30999	https://www.clearsynth.com/en/CSO30999.html
Clearsynth	CS-T-46981	https://www.clearsynth.com/en/CST46981.html
DC Chemicals	DC9900	http://www.dcchemicals.com/product_show-Acetaminophen.html
eNovation Chemicals	D516853	http://www.enovationchem.com/productDetails.asp?productID=D516853
Finetech	FT-0658035	http://www.finetechnology-ind.com/product/All%20product%20List/103-90-2.html
Finetech	FT-0661041	http://www.finetechnology-ind.com/prod/detail/pub/60902-28-5.html
Finetech	FT-0661042	http://www.finetechnology-ind.com/prod/detail/pub/64315-36-2.html
Glentham Life Sciences	GK4314	http://www.glentham.com/products/product/GK4314/
Hairui	HR124390	http://www.hairuichem.com/en/product/103-90-2.html
iChemical	EBD5728	http://www.ichemical.com/products/103-90-2.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs
Lab Network	LN00195030	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00195030
LGC Standards	DRE-C15846000	https://www.lgcstandards.com/US/en/p/DRE-C15846000
LGC Standards	LGCAMP0042.00-01	https://www.lgcstandards.com/US/en/p/LGCAMP0042.00-01
LGC Standards	LGCFOR0042.00	https://www.lgcstandards.com/US/en/p/LGCFOR0042.00
LGC Standards	MM0042.00-0250	https://www.lgcstandards.com/US/en/p/MM0042.00-0250
Matrix Scientific	139844	https://www.matrixscientific.com/139844.html
mcule	MCULE-3844920617	https://mcule.com/MCULE-3844920617/
MedChem Express	HY-66005	https://www.medchemexpress.com/acetaminophen.html
Oakwood	5037	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=2289&ExtHyperLink=1
Otava	125160280	https://search.otavachemicals.com/#!/search?query=0125160280&type=code&base=dbb
Parchem	11769	http://www.parchem.com/chemical-supplier-distributor/Acetaminophen-001769.aspx
Renno Tech	RP21489	http://www.rennotech.com/product_show.asp?id=27206
Sigma-Aldrich	1003009_USP	https://www.sigmaaldrich.com/catalog/product/usp/1003009?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	A-064_CERILLIAN	https://www.sigmaaldrich.com/catalog/product/cerillian/a064?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	A2794_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/a2794?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	A3035_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/a3035?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	A5000_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/a5000?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sinfoo Biotech	S001612	http://www.sinfoobiotech.com/product/1005010
Smolecule	S516952	http://www.smolecule.com/products/s516952
TCI (Tokyo Chemical Industry)	H0190	http://www.tcichemicals.com/eshop/en/us/commodity/H0190/index.html
THE BioTek	bt-257085	https://www.thebiotek.com/product/inhibitors/bt-257085
Tocris	1706	https://www.tocris.com/products/acetaminophen_1706
VladaChem	VL160812	https://www.vladachem.com/product.php?products=103-90-2
VladaChem	VL276129-250G	https://www.vladachem.com/product.php?products=103-90-2
Yuhao Chemical	RT12770	http://www.chemyuhao.com/103-90-2.html

PubMed

Title	Date	PubMed
Pharmacokinetics of oral diclofenac and acetaminophen in children after surgery.	2001-03	11240880
Experimental and theoretical microdialysis studies of in situ metabolism.	2001-03	11237334
Pediatric acetaminophen poisoning.	2001-03	11231816
A comparison of ropivacaine and bupivacaine for cervical plexus block.	2001-03	11226108
Allergic reactions due to ibuprofen in children.	2001-02-24	11207978
Idiosyncratic acute hepatitis caused by paracetamol in two patients with melanoma treated with high-dose interferon-alpha.	2001-02-20	11182855
The role of acetaminophen in the management of patients with osteoarthritis.	2001-02-19	11173050
[About paracetamol again].	2001-02-18	11243017
Hemolytic anemia after acetaminophen overdose in patient with glucose-6-phosphate dehydrogenase deficiency.	2001-02-15	11221636
Clinical trial of an air-circulating cooling blanket for fever control in critically ill neurologic patients.	2001-02-13	11171891
Pragmatic randomised controlled trial of two prescribing strategies for childhood acute otitis media.	2001-02-10	11159657
ABC of diseases of liver, pancreas, and biliary system. Other causes of parenchymal liver disease.	2001-02-03	11157536
Thermodynamic analysis of compact formation; compaction, unloading, and ejection. II. Mechanical energy (work) and thermal energy (heat) determinations of compact unloading and ejection.	2001-02-01	11165093
Protective effect of stiripentol on acetaminophen-induced hepatotoxicity in rat.	2001-02-01	11162779
Let the user beware. OTC drugs aren't necessarily 'safe when taken as directed.'.	2001-02	11227225
Opioids for chronic nonmalignant pain. Attitudes and practices of primary care physicians in the UCSF/Stanford Collaborative Research Network. University of California, San Francisco.	2001-02	11219563
Pharmacokinetics of acetaminophen from rapidly disintegrating compressed tablet prepared using microcrystalline cellulose (PH-M-06) and spherical sugar granules.	2001-02	11217114
Preparation of rapidly disintegrating tablet using new types of microcrystalline cellulose (PH-M series) and low substituted-hydroxypropylcellulose or spherical sugar granules by direct compression method.	2001-02	11217097
Effect of coadministered drugs and ethanol on the binding of therapeutic drugs to human serum in vitro.	2001-02	11206047
Urine drug screens in overdose patients do not contribute to immediate clinical management.	2001-02	11206043
A novel pH-sensitive membrane from chitosan--TEOS IPN; preparation and its drug permeation characteristics.	2001-02	11205435
Management of drug-induced liver disease.	2001-02	11177693
Postoperative analgesia at home after ambulatory hand surgery: a controlled comparison of tramadol, metamizol, and paracetamol.	2001-02	11159230
Stroke severity determines body temperature in acute stroke.	2001-02	11157175
Unexpected and pronounced antinociceptive synergy between spinal acetaminophen (paracetamol) and phentolamine.	2001-01-26	11165231
Prevention of acetaminophen-induced liver toxicity by 2(R,S)-n-propylthiazolidine-4(R)-carboxylic acid in mice.	2001-01-15	11163339
[Dexketoprofen-trometamol and tramadol in acute lumbago].	2001-01-11	11217678
Using evidence from different sources: an example using paracetamol 1000 mg plus codeine 60 mg.	2001-01-10	11231885
Nonsteroidal anti-inflammatory drugs: overused or underused in osteoarthritis?	2001-01-08	11165988
Paracetamol (acetaminophen)-induced toxicity: molecular and biochemical mechanisms, analogues and protective approaches.	2001-01	11215692
Acetaminophen toxicity induced non-oliguric acute tubular necrosis.	2001-01	11209028
Simultaneous determination of paracetamol and methocarbamol in tablets by ratio spectra derivative spectrophotometry and LC.	2001-01	11199226
NSAID impairment of orthodontic tooth movement.	2001-01	11197570
Separation of cold medicine ingredients by capillary electrophoresis.	2001-01	11197163
Single and multiple dose pharmacokinetics of acetaminophen (paracetamol) in polymedicated very old patients with rheumatic pain.	2001-01	11196522
Misoprostol therapeutics revisited.	2001-01	11191738
Economic evaluation alongside n-of-1 trials: getting closer to the margin.	2001-01	11180571
Successful use of propranolol in migraine associated with electroconvulsive therapy.	2001-01	11168610
Risk factors in the development of adverse reactions to N-acetylcysteine in patients with paracetamol poisoning.	2001-01	11167669
The dark side of a 'detoxification' mechanism.	2001-01	11165662
A comparison of the effect of nitroparacetamol and paracetamol on liver injury.	2001-01	11156555
One hundred percent online identity check of pharmaceutical products by near-infrared spectroscopy on the packaging line.	2001-01	11154898
Preoperative rectal diclofenac versus paracetamol for tonsillectomy: effects on pain and blood loss.	2001-01	11152033
Treatment with paracetamol in infants.	2001-01	11152028
Risk of upper gastrointestinal bleeding and perforation associated with low-dose aspirin as plain and enteric-coated formulations.	2001	11228592
The risk of upper gastrointestinal complications associated with nonsteroidal anti-inflammatory drugs, glucocorticoids, acetaminophen, and combinations of these agents.	2001	11178116
p-Aminophenol-induced liver toxicity: tentative evidence of a role for acetaminophen.	2001	11170313
Administering granulocyte colony-stimulating factor to acute liver failure patients corrects neutrophil defects.	2000-12	11192322
Tissue distribution and interindividual variation in human UDP-glucuronosyltransferase activity: relationship between UGT1A1 promoter genotype and variability in a liver bank.	2000-11	11186135
Establishment of a human hepatoma cell line, HLE/2E1, suitable for detection of p450 2E1-related cytotoxicity.	2000-10	11212141

Patents

Sample Use Guides

In Vivo Use Guide

2 caplets every 8 hours with water; don't take more than 6 caplets in 24 hours

Route of Administration: Oral

In Vitro Use Guide

A time- and concentration-dependent decrease in intracellular GSH occurred in freshly isolated type II pneumocytes and alveolar macrophages exposed to subtoxic (

Substance Class	Chemical Created by `admin` on `Wed Apr 02 08:29:06 GMT 2025` Edited by `admin` on `Wed Apr 02 08:29:06 GMT 2025`
Record UNII	362O9ITL9D
Record Status	`Validated (UNII)`
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Type

Language

PARACETAMOL

Preferred Name

English

Acetaminophen

Official Name

English

NORCET COMPONENT ACETAMINOPHEN

Common Name

English

Acetaminophen [VANDF]

Common Name

English

PHENAPHEN

Common Name

English

NSC-109028

Code

English

DURADYNE DHC COMPONENT ACETAMINOPHEN

Common Name

English

TRIAPRIN COMPONENT ACETAMINOPHEN

Common Name

English

PERCOCET COMPONENT ACETAMINOPHEN

Common Name

English

PARACETAMOLUM [WHO-IP LATIN]

Common Name

English

TRIAD COMPONENT ACETAMINOPHEN

Common Name

English

ESGIC COMPONENT ACETAMINOPHEN

Common Name

English

DHC PLUS COMPONENT ACETAMINOPHEN

Common Name

English

PARACETAMOL [WHO-IP]

Common Name

English

PERFALGAN

Brand Name

English

Acetaminophen [ORANGE BOOK]

Common Name

English

LORCET-HD COMPONENT ACETAMINOPHEN

Common Name

English

Acetamide, N-(4-hydroxyphenyl)-

Systematic Name

English

DAFALGAN

Brand Name

English

COMBOGESIC COMPONENT ACETAMINOPHEN

Brand Name

English

SEDAPAP COMPONENT ACETAMINOPHEN

Common Name

English

OFIRMEV

Brand Name

English

MEDIGESIC PLUS COMPONENT ACETAMINOPHEN

Common Name

English

DRIXORAL PLUS COMPONENT ACETAMINOPHEN

Common Name

English

P-HYDROXY-ACETANILID

Common Name

English

PARACETAMOL [MART.]

Common Name

English

4?-Hydroxyacetanilide

Systematic Name

English

VICODIN COMPONENT ACETAMINOPHEN

Common Name

English

Acetaminophen [USP IMPURITY]

Common Name

English

EFFERALGAN

Brand Name

English

ZYDONE COMPONENT ACETAMINOPHEN

Common Name

English

NORCO COMPONENT ACETAMINOPHEN

Common Name

English

Acetaminophen [MI]

Common Name

English

FEMCET COMPONENT ACETAMINOPHEN

Common Name

English

PARACETAMOL [EP MONOGRAPH]

Common Name

English

ALLAY COMPONENT ACETAMINOPHEN

Common Name

English

BIOCETAMOL

Common Name

English

PARACETAMOL [IARC]

Common Name

English

APAP

Common Name

English

LORTAB COMPONENT ACETAMINOPHEN

Common Name

English

NEOPAP

Brand Name

English

COMBOGESIC IV COMPONENT ACETAMINOPHEN

Brand Name

English

ANEXSIA COMPONENT ACETAMINOPHEN

Common Name

English

FIORICET COMPONENT ACETAMINOPHEN

Common Name

English

Acetaminophen [JAN]

Common Name

English

Acetaminophen [USP-RS]

Common Name

English

CODRIX COMPONENT ACETAMINOPHEN

Common Name

English

Acetaminophen [USP MONOGRAPH]

Common Name

English

PHRENILIN COMPONENT ACETAMINOPHEN

Common Name

English

HY-PHEN COMPONENT ACETAMINOPHEN

Common Name

English

TYCOLET COMPONENT ACETAMINOPHEN

Common Name

English

BUCET COMPONENT ACETAMINOPHEN

Common Name

English

TENCON COMPONENT ACETAMINOPHEN

Common Name

English

Acetaminophen [HSDB]

Common Name

English

ROXICET COMPONENT ACETAMINOPHEN

Common Name

English

TREZIX COMPONENT ACETAMINOPHEN

Brand Name

English

EXCEDRIN COMPONENT ACETAMINOPHEN

Common Name

English

paracetamol [INN]

Common Name

English

TYLENOL

Brand Name

English

DARVOCET COMPONENT ACETAMINOPHEN

Common Name

English

XARTEMIS COMPONENT ACETAMINOPHEN

Brand Name

English

NSC-3991

Code

English

ULTRACET COMPONENT ACETAMINOPHEN

Common Name

English

ANOQUAN COMPONENT ACETAMINOPHEN

Common Name

English

N-Acetyl-p-aminophenol

Common Name

English

ROXILOX COMPONENT ACETAMINOPHEN

Common Name

English

BUTAPAP COMPONENT ACETAMINOPHEN

Common Name

English

BANCAP HC COMPONENT ACETAMINOPHEN

Common Name

English

Paracetamol [WHO-DD]

Common Name

English

DOLIPRANE

Brand Name

English

BANCAP COMPONENT ACETAMINOPHEN

Common Name

English

TYLOX COMPONENT ACETAMINOPHEN

Common Name

English

CO-GESIC COMPONENT ACETAMINOPHEN

Common Name

English

VERMIDON

Common Name

English

OXYCET COMPONENT ACETAMINOPHEN

Common Name

English

ACEPHEN

Brand Name

English

WYGESIC COMPONENT ACETAMINOPHEN

Common Name

English

INJECTAPAP

Brand Name

English

SYNALGOS-DC-A COMPONENT ACETAMINOPHEN

Common Name

English

TALACEN COMPONENT ACETAMINOPHEN

Common Name

English

DOLENE AP-65 COMPONENT ACETAMINOPHEN

Common Name

English

PANADOL

Brand Name

English

Classification Tree Code System Code

WHO-ATC

N02AJ17