Compounds > 1,4-bis(4-methoxyphenyl)-3-(3-phenylpropyl)-2-azetidinone
Page last updated: 2024-12-07

1,4-bis(4-methoxyphenyl)-3-(3-phenylpropyl)-2-azetidinone

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

1,4-bis(4-methoxyphenyl)-3-(3-phenylpropyl)-2-azetidinone is a synthetic compound that belongs to the class of **beta-lactam antibiotics**.

Here's a breakdown of its components and why it's relevant in research:

**Structure:**

* **Azetidinone:** This is the core structure of the molecule, a four-membered ring containing a nitrogen atom and a carbonyl group (C=O). This is the beta-lactam ring.
* **1,4-bis(4-methoxyphenyl):** This indicates two 4-methoxyphenyl groups (methoxybenzene, also known as anisole) attached at the 1 and 4 positions of the azetidinone ring.
* **3-(3-phenylpropyl):** This part indicates a 3-phenylpropyl group attached at the 3 position of the azetidinone ring.

**Significance in Research:**

Beta-lactam antibiotics like 1,4-bis(4-methoxyphenyl)-3-(3-phenylpropyl)-2-azetidinone are crucial for research because:

* **Antibacterial Activity:** Beta-lactams work by inhibiting the formation of peptidoglycan, a major component of bacterial cell walls. This ultimately leads to bacterial cell death. This makes them effective antibiotics against a wide range of bacterial infections.
* **Structure-Activity Relationships:** Researchers study modifications to the beta-lactam structure (like the addition of different substituents) to understand how these changes affect their antibacterial activity, resistance profiles, and pharmacokinetic properties. This research helps in the development of new, more potent, and effective antibiotics.
* **Drug Discovery:** Understanding the mechanism of action of beta-lactams and their interactions with bacterial enzymes provides valuable insights for developing new drugs that target bacterial pathways and overcome antibiotic resistance.

**Important Note:** The specific compound you mentioned (1,4-bis(4-methoxyphenyl)-3-(3-phenylpropyl)-2-azetidinone) is likely a research compound and not a commercially available antibiotic. Researchers might synthesize and study this specific molecule to investigate its potential antibacterial activity, its mechanism of action, or its pharmacokinetic properties.

1,4-bis(4-methoxyphenyl)-3-(3-phenylpropyl)-2-azetidinone: an inhibitor of cholesterol absorption; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID132832
CHEMBL ID23541
SCHEMBL ID1994649
MeSH IDM0251437

Synonyms (20)

Synonym
t0h910m40a ,
148260-92-8
unii-t0h910m40a
sch-48461
sch 48461
2-azetidinone, 1,4-bis(4-methoxyphenyl)-3-(3-phenylpropyl)-, (3r-trans)-
1,4-bis(4-methoxyphenyl)-3-(3-phenylpropyl)-2-azetidinone (3r-trans)-
1,4-bis(4-methoxyphenyl)-3-(3-phenylpropyl)-2-azetidinone
sch-47949
CHEMBL23541 ,
(3r,4s)-1,4-bis-(4-methoxy-phenyl)-3-(3-phenyl-propyl)-azetidin-2-one
bdbm50028867
(3r,4s)-1,4-bis(4-methoxyphenyl)-3-(3-phenylpropyl)azetidin-2-one
2-azetidinone, 1,4-bis(4-methoxyphenyl)-3-(3-phenylpropyl)-, (3r,4s)-
(3r,4s)-1,4-bis(4-methoxyphenyl)-3-(3-phenylpropyl)-2-azetidinon
(-)-sch-48461
SCHEMBL1994649
DTXSID50933354
(-)-sch 48461
Q7389138
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Sterol O-acyltransferase 1Rattus norvegicus (Norway rat)IC50 (µMol)18.33330.00580.66266.0000AID31366; AID31382
Sterol O-acyltransferase 1Homo sapiens (human)IC50 (µMol)22.00000.02501.79758.0000AID31522
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (8)

Processvia Protein(s)Taxonomy
cholesterol metabolic processSterol O-acyltransferase 1Homo sapiens (human)
cholesterol metabolic processSterol O-acyltransferase 1Homo sapiens (human)
macrophage derived foam cell differentiationSterol O-acyltransferase 1Homo sapiens (human)
cholesterol storageSterol O-acyltransferase 1Homo sapiens (human)
cholesterol effluxSterol O-acyltransferase 1Homo sapiens (human)
very-low-density lipoprotein particle assemblySterol O-acyltransferase 1Homo sapiens (human)
low-density lipoprotein particle clearanceSterol O-acyltransferase 1Homo sapiens (human)
cholesterol homeostasisSterol O-acyltransferase 1Homo sapiens (human)
positive regulation of amyloid precursor protein biosynthetic processSterol O-acyltransferase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (5)

Processvia Protein(s)Taxonomy
fatty-acyl-CoA bindingSterol O-acyltransferase 1Homo sapiens (human)
sterol O-acyltransferase activitySterol O-acyltransferase 1Homo sapiens (human)
protein bindingSterol O-acyltransferase 1Homo sapiens (human)
cholesterol bindingSterol O-acyltransferase 1Homo sapiens (human)
cholesterol O-acyltransferase activitySterol O-acyltransferase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (3)

Processvia Protein(s)Taxonomy
endoplasmic reticulumSterol O-acyltransferase 1Homo sapiens (human)
endoplasmic reticulum membraneSterol O-acyltransferase 1Homo sapiens (human)
membraneSterol O-acyltransferase 1Homo sapiens (human)
endoplasmic reticulum membraneSterol O-acyltransferase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (46)

Assay IDTitleYearJournalArticle
AID86157Compound was tested for percent reduction of liver cholesterol esters absorption in cholesterol fed hamster model at an oral dose of 50 mg/kg/day1998Bioorganic & medicinal chemistry letters, Feb-03, Volume: 8, Issue:3
Carboxy-substituted 2-azetidinones as cholesterol absorption inhibitors.
AID86178Tested for inhibition of serum cholesterol absorption in cholesterol-fed hamsters at a oral dose of 10 mg/Kg/day1998Bioorganic & medicinal chemistry letters, Jan-06, Volume: 8, Issue:1
Sugar-substituted 2-azetidinones as cholesterol absorption inhibitors.
AID547672Antidyslipidemic activity in cholesterol-fed rat assessed as reduction in plasma cholesterol2010European journal of medicinal chemistry, Dec, Volume: 45, Issue:12
2-Azetidinone--a new profile of various pharmacological activities.
AID84837Effective dose evaluated in hamster cholesterol absorption assay1994Journal of medicinal chemistry, Jun-10, Volume: 37, Issue:12
2-Azetidinones as inhibitors of cholesterol absorption.
AID221130In vivo cholesterol absorption inhibitory activity using 7-day cholesterol-fed hamster model (expressed as percent change in serum cholesterol at 50 mg/kg/day)1996Journal of medicinal chemistry, Sep-13, Volume: 39, Issue:19
2-Azetidinone cholesterol absorption inhibitors: structure-activity relationships on the heterocyclic nucleus.
AID31677In vitro for inhibitory activity against Acyl coenzyme A:cholesterol acyltransferase 1 from rat liver microsomes at 50 uM1996Journal of medicinal chemistry, Sep-13, Volume: 39, Issue:19
2-Azetidinone cholesterol absorption inhibitors: structure-activity relationships on the heterocyclic nucleus.
AID84327Compound was tested for the change in liver cholesteryl ester (CE) levels by the inhibition of ACAT in hamster at 10 mg/kg p.o.1981Journal of medicinal chemistry, May, Volume: 24, Issue:5
New analgesic drugs derived from phencyclidine.
AID221129In vivo for cholesterol absorption inhibitory activity using 7-day cholesterol-fed hamster model (expressed as percent change in cholesteryl esters at 50 mg/kg/day)1996Journal of medicinal chemistry, Sep-13, Volume: 39, Issue:19
2-Azetidinone cholesterol absorption inhibitors: structure-activity relationships on the heterocyclic nucleus.
AID86171Percent reduction in plasma cholesterol was evaluated by hamster cholesterol absorption assay at the particular dose of 50 (mg/kg/day)1994Journal of medicinal chemistry, Jun-10, Volume: 37, Issue:12
2-Azetidinones as inhibitors of cholesterol absorption.
AID24843The pharmacokinetics property percent negation of rise in liver cholesterol esters relative to control-fed 0.5% cholesterol for 7 days, At a dose of 3 mg/kg/day1998Journal of medicinal chemistry, Mar-12, Volume: 41, Issue:6
Discovery of 1-(4-fluorophenyl)-(3R)-[3-(4-fluorophenyl)-(3S)-hydroxypropyl]-(4S)-(4 -hydroxyphenyl)-2-azetidinone (SCH 58235): a designed, potent, orally active inhibitor of cholesterol absorption.
AID24841The pharmacokinetics property percent negation of rise in liver cholesterol esters relative to control-fed 0.5% cholesterol for 7 days, At a dose of 0.3 mg/kg/day; percent reduction was not statistically significant1998Journal of medicinal chemistry, Mar-12, Volume: 41, Issue:6
Discovery of 1-(4-fluorophenyl)-(3R)-[3-(4-fluorophenyl)-(3S)-hydroxypropyl]-(4S)-(4 -hydroxyphenyl)-2-azetidinone (SCH 58235): a designed, potent, orally active inhibitor of cholesterol absorption.
AID547683Antidyslipidemic activity in rat hepatic microsomes assessed as inhibition of cholesterol absorption2010European journal of medicinal chemistry, Dec, Volume: 45, Issue:12
2-Azetidinone--a new profile of various pharmacological activities.
AID255693Effective dose required for reduction of liver cholesterol ester using 7-day cholesterol-fed hamster model2005Journal of medicinal chemistry, Sep-22, Volume: 48, Issue:19
Synthesis and in vitro evaluation of inhibitors of intestinal cholesterol absorption.
AID59639Compound was tested for the change in serum cholesterol (SC) levels in cholesterol fed dog1981Journal of medicinal chemistry, May, Volume: 24, Issue:5
New analgesic drugs derived from phencyclidine.
AID84699Compound was tested for the change in liver cholesterol (CE) levels in hamster1981Journal of medicinal chemistry, May, Volume: 24, Issue:5
New analgesic drugs derived from phencyclidine.
AID181922Percent inhibition of 14C]cholesterol absorption into plasma using cholesterol absorption assay in rats at the dose of 2000 ug/Kg2002Bioorganic & medicinal chemistry letters, Feb-11, Volume: 12, Issue:3
Synthesis of fluorescent biochemical tools related to the 2-azetidinone class of cholesterol absorption inhibitors.
AID31366Concentration required for 50% inhibition of Acyl coenzyme A:cholesterol acyltransferase activity using microsomal ACAT assay1994Journal of medicinal chemistry, Jun-10, Volume: 37, Issue:12
2-Azetidinones as inhibitors of cholesterol absorption.
AID84707Dose required to inhibit cholesterol absorption in cholesterol fed hamster model1998Bioorganic & medicinal chemistry letters, Feb-03, Volume: 8, Issue:3
Sugar-substituted 2-azetidinone cholesterol absorption inhibitors: enhanced potency by modification of the sugar.
AID84708Dose required to inhibit cholesterol absorption in cholesterol fed hamster model1998Bioorganic & medicinal chemistry letters, Feb-03, Volume: 8, Issue:3
Carboxy-substituted 2-azetidinones as cholesterol absorption inhibitors.
AID86019Compound was tested for percent reduction of liver cholesterol esters absorption in cholesterol fed hamster model at an oral dose of 10 mg/kg/day1998Bioorganic & medicinal chemistry letters, Feb-03, Volume: 8, Issue:3
Carboxy-substituted 2-azetidinones as cholesterol absorption inhibitors.
AID24834Percent negation of rise in total serum cholesterol relative to control-fed 0.5% cholesterol for 7 days, At a dose of 1 mg/kg/day; percent reduction was not statistically significant1998Journal of medicinal chemistry, Mar-12, Volume: 41, Issue:6
Discovery of 1-(4-fluorophenyl)-(3R)-[3-(4-fluorophenyl)-(3S)-hydroxypropyl]-(4S)-(4 -hydroxyphenyl)-2-azetidinone (SCH 58235): a designed, potent, orally active inhibitor of cholesterol absorption.
AID219551Percent reduction of Liver cholesterol ester levels after peroral administration in cholesterol fed hamsters1998Journal of medicinal chemistry, Feb-26, Volume: 41, Issue:5
Synthesis of C3 heteroatom-substituted azetidinones that display potent cholesterol absorption inhibitory activity.
AID86164In vivo activity in a cholesterol-fed hamster assay was determined at 10 mg/kg/day2002Bioorganic & medicinal chemistry letters, Feb-11, Volume: 12, Issue:3
Synthesis of iodinated biochemical tools related to the 2-azetidinone class of cholesterol absorption inhibitors.
AID84842Effective dose required to produe activity in cholesterol hamster assay was determined2002Bioorganic & medicinal chemistry letters, Feb-11, Volume: 12, Issue:3
Synthesis of iodinated biochemical tools related to the 2-azetidinone class of cholesterol absorption inhibitors.
AID86169Percent reduction in plasma cholesterol was evaluated by hamster cholesterol absorption assay at the particular dose of 10 (mg/kg/day)1994Journal of medicinal chemistry, Jun-10, Volume: 37, Issue:12
2-Azetidinones as inhibitors of cholesterol absorption.
AID228569Compound was evaluated in vivo for the reduction of liver cholesterol ester level at the rate 50 mpk1995Journal of medicinal chemistry, Dec-08, Volume: 38, Issue:25
Substituted 2-azaspiro[5.3]nonan-1-ones as potent cholesterol absorption inhibitors: defining a binding conformation for SCH 48461.
AID547670Antidyslipidemic activity in hamster assessed as reduction in hepatic cholesteryl esters2010European journal of medicinal chemistry, Dec, Volume: 45, Issue:12
2-Azetidinone--a new profile of various pharmacological activities.
AID31518Inhibition of Acyl coenzyme A:cholesterol acyltransferase in microsomal ACAT assay at 10 uM1994Journal of medicinal chemistry, Jun-10, Volume: 37, Issue:12
2-Azetidinones as inhibitors of cholesterol absorption.
AID24835Percent negation of rise in total serum cholesterol relative to control-fed 0.5% cholesterol for 7 days, At a dose of 3 mg/kg/day1998Journal of medicinal chemistry, Mar-12, Volume: 41, Issue:6
Discovery of 1-(4-fluorophenyl)-(3R)-[3-(4-fluorophenyl)-(3S)-hydroxypropyl]-(4S)-(4 -hydroxyphenyl)-2-azetidinone (SCH 58235): a designed, potent, orally active inhibitor of cholesterol absorption.
AID84335Compound was tested for the change in serum cholesterol (SC) levels by the inhibition of ACAT in hamster at 10 mg/kg p.o.1981Journal of medicinal chemistry, May, Volume: 24, Issue:5
New analgesic drugs derived from phencyclidine.
AID86176Tested for inhibition of liver cholesterol esters absorption in cholesterol-fed hamsters at a oral dose of 10 mg/Kg/day1998Bioorganic & medicinal chemistry letters, Jan-06, Volume: 8, Issue:1
Sugar-substituted 2-azetidinones as cholesterol absorption inhibitors.
AID86159Compound was tested for percent reduction of serum cholesterol absorption in cholesterol fed hamster model at an oral dose of 10 mg/kg/day1998Bioorganic & medicinal chemistry letters, Feb-03, Volume: 8, Issue:3
Carboxy-substituted 2-azetidinones as cholesterol absorption inhibitors.
AID86173Percent reduction of hepatic cholesteryl esters was evaluated by hamster cholesterol absorption assay at the particular dose of 10 (mg/kg/day)1994Journal of medicinal chemistry, Jun-10, Volume: 37, Issue:12
2-Azetidinones as inhibitors of cholesterol absorption.
AID547671Antidyslipidemic activity in cholesterol-fed hamster assessed as reduction in plasma cholesterol2010European journal of medicinal chemistry, Dec, Volume: 45, Issue:12
2-Azetidinone--a new profile of various pharmacological activities.
AID24832Percent negation of rise in total serum cholesterol relative to control-fed 0.5% cholesterol for 7 days, At a dose of 0.3 mg/kg/day; percent reduction was not statistically significant1998Journal of medicinal chemistry, Mar-12, Volume: 41, Issue:6
Discovery of 1-(4-fluorophenyl)-(3R)-[3-(4-fluorophenyl)-(3S)-hydroxypropyl]-(4S)-(4 -hydroxyphenyl)-2-azetidinone (SCH 58235): a designed, potent, orally active inhibitor of cholesterol absorption.
AID31382The concentration required for 50% inhibition of Acyl coenzyme A:cholesterol acyltransferase activity was measured at the dosage by using microsomal ACAT assay1994Journal of medicinal chemistry, Jun-10, Volume: 37, Issue:12
2-Azetidinones as inhibitors of cholesterol absorption.
AID86175Percent reduction of hepatic cholesteryl esters was evaluated by hamster cholesterol absorption assay at the particular dose of 50 (mg/kg/day)1994Journal of medicinal chemistry, Jun-10, Volume: 37, Issue:12
2-Azetidinones as inhibitors of cholesterol absorption.
AID178718Compound was tested for the change in serum cholesterol (SC) levels by the inhibition of ACAT in cholesterol fed rat1981Journal of medicinal chemistry, May, Volume: 24, Issue:5
New analgesic drugs derived from phencyclidine.
AID547685Antidyslipidemic activity in human Caco2 cells assessed as inhibition of cholesterol esterification2010European journal of medicinal chemistry, Dec, Volume: 45, Issue:12
2-Azetidinone--a new profile of various pharmacological activities.
AID228568Compound was evaluated in vivo for the reduction of liver cholesterol ester level at the rate 5 mpk1995Journal of medicinal chemistry, Dec-08, Volume: 38, Issue:25
Substituted 2-azaspiro[5.3]nonan-1-ones as potent cholesterol absorption inhibitors: defining a binding conformation for SCH 48461.
AID547673Antidyslipidemic activity in cholesterol-fed rhesus monkey assessed as reduction in plasma cholesterol2010European journal of medicinal chemistry, Dec, Volume: 45, Issue:12
2-Azetidinone--a new profile of various pharmacological activities.
AID24837The pharmacokinetics property percent negation of rise in liver cholesterol esters relative to control-fed 0.5% cholesterol for 1 days, At a dose of 3 mg/kg/day1998Journal of medicinal chemistry, Mar-12, Volume: 41, Issue:6
Discovery of 1-(4-fluorophenyl)-(3R)-[3-(4-fluorophenyl)-(3S)-hydroxypropyl]-(4S)-(4 -hydroxyphenyl)-2-azetidinone (SCH 58235): a designed, potent, orally active inhibitor of cholesterol absorption.
AID126336Compound was tested for the change in serum cholesterol (SC) levels in cholesterol fed monkey1981Journal of medicinal chemistry, May, Volume: 24, Issue:5
New analgesic drugs derived from phencyclidine.
AID547684Antidyslipidemic activity in human HepG2 cells assessed as inhibition of cholesterol esterification2010European journal of medicinal chemistry, Dec, Volume: 45, Issue:12
2-Azetidinone--a new profile of various pharmacological activities.
AID84866Evaluated for its ability to reduce liver cholesterol esters(LCE) in cholesterol-fed hamsters.1998Journal of medicinal chemistry, Mar-12, Volume: 41, Issue:6
Discovery of 1-(4-fluorophenyl)-(3R)-[3-(4-fluorophenyl)-(3S)-hydroxypropyl]-(4S)-(4 -hydroxyphenyl)-2-azetidinone (SCH 58235): a designed, potent, orally active inhibitor of cholesterol absorption.
AID31522Inhibition of Acyl coenzyme A:cholesterol acyltransferase (ACAT)1981Journal of medicinal chemistry, May, Volume: 24, Issue:5
New analgesic drugs derived from phencyclidine.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (23)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (4.35)18.7374
1990's11 (47.83)18.2507
2000's10 (43.48)29.6817
2010's1 (4.35)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.28

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.28 (24.57)
Research Supply Index3.22 (2.92)
Research Growth Index5.50 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.28)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (4.35%)5.53%
Reviews2 (8.70%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other20 (86.96%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
carbamates
[no description available]		210amino-acid anion
cgp 52411
4,5-dianilinophthalimide: structure given in first source. 4,5-dianilinophthalimide : Phthalimide substituted at the 4- and 5-positions by anilino groups.		2.0210phthalimidesgeroprotector;
tyrosine kinase inhibitor
amsacrine
Amsacrine: An aminoacridine derivative that intercalates into DNA and is used as an antineoplastic agent.. amsacrine : A sulfonamide that is N-phenylmethanesulfonamide substituted by a methoxy group at position 3 and an acridin-9-ylamino group at position 4. It exhibits antineoplastic activity.		1.9610acridines;
aromatic ether;
sulfonamide		antineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor
bunitrolol
bunitrolol: was heading 1975-94 (see under PROPANOLAMINES 1975-90); KO 1366 was see BUNITROLOL 1975-94; use PROPANOLAMINES to search BUNITROLOL 1975-94; a beta-adrenergic receptor antagonist with weak antiarrhythmic activity and minor ability to decrease the heart rate		2.0210aromatic ether
gemfibrozil
[no description available]		1.9910aromatic etherantilipemic drug
milrinone
[no description available]		1.9610bipyridines;
nitrile;
pyridone		cardiotonic drug;
EC 3.1.4.17 (3',5'-cyclic-nucleotide phosphodiesterase) inhibitor;
platelet aggregation inhibitor;
vasodilator agent
phencyclidine
Phencyclidine: A hallucinogen formerly used as a veterinary anesthetic, and briefly as a general anesthetic for humans. Phencyclidine is similar to KETAMINE in structure and in many of its effects. Like ketamine, it can produce a dissociative state. It exerts its pharmacological action through inhibition of NMDA receptors (RECEPTORS, N-METHYL-D-ASPARTATE). As a drug of abuse, it is known as PCP and Angel Dust.. phencyclidine : A member of the class of piperidines that is piperidine in which the nitrogen is substituted with a 1-phenylcyclohexyl group. Formerly used as an anaesthetic agent, it exhibits both hallucinogenic and neurotoxic effects.		1.9610benzenes;
piperidines		anaesthetic;
neurotoxin;
NMDA receptor antagonist;
psychotropic drug
ethylamphetamine
ethylamphetamine: RN given refers to parent cpd with unspecified isomeric designation; see also record for d-N-ethylamphetamine		2.0210amphetamines
dipicolinic acid
dipicolinic acid : A pyridinedicarboxylic acid carrying two carboxy groups at positions 2 and 6.		1.9610pyridinedicarboxylic acidbacterial metabolite
cephalexin
Cephalexin: A semisynthetic cephalosporin antibiotic with antimicrobial activity similar to that of CEPHALORIDINE or CEPHALOTHIN, but somewhat less potent. It is effective against both gram-positive and gram-negative organisms.. cephalexin : A semisynthetic first-generation cephalosporin antibiotic having methyl and beta-(2R)-2-amino-2-phenylacetamido groups at the 3- and 7- of the cephem skeleton, respectively. It is effective against both Gram-negative and Gram-positive organisms, and is used for treatment of infections of the skin, respiratory tract and urinary tract.		210beta-lactam antibiotic allergen;
cephalosporin;
semisynthetic derivative		antibacterial drug
diltiazem
Diltiazem: A benzothiazepine derivative with vasodilating action due to its antagonism of the actions of CALCIUM ion on membrane functions.. diltiazem : A 5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate in which both stereocentres have S configuration. A calcium-channel blocker and vasodilator, it is used as the hydrochloride in the management of angina pectoris and hypertension.		2.02105-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetateantihypertensive agent;
calcium channel blocker;
vasodilator agent
lovastatin
Lovastatin: A fungal metabolite isolated from cultures of Aspergillus terreus. The compound is a potent anticholesteremic agent. It inhibits 3-hydroxy-3-methylglutaryl coenzyme A reductase (HYDROXYMETHYLGLUTARYL COA REDUCTASES), which is the rate-limiting enzyme in cholesterol biosynthesis. It also stimulates the production of low-density lipoprotein receptors in the liver.. lovastatin : A fatty acid ester that is mevastatin carrying an additional methyl group on the carbobicyclic skeleton. It is used in as an anticholesteremic drug and has been found in fungal species such as Aspergillus terreus and Pleurotus ostreatus (oyster mushroom).		3.7921delta-lactone;
fatty acid ester;
hexahydronaphthalenes;
polyketide;
statin (naturally occurring)		anticholesteremic drug;
antineoplastic agent;
Aspergillus metabolite;
prodrug
bromopyruvate
3-bromopyruvic acid : A 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is replaced by bromine. Synthetic brominated derivative and structural analog of pyruvic acid. Highly reactive alkylating agent. Anti-cancer drug		1.96102-oxo monocarboxylic acid;
organobromine compound;
oxo carboxylic acid		alkylating agent;
antineoplastic agent
1-(1-phenylcyclohexyl)-4-hydroxypiperidine
1-(1-phenylcyclohexyl)-4-hydroxypiperidine: metabolite of phencyclidine; structure given in first source		1.9610
mozavaptan
mozavaptan: aquaretic agent; vasopressin V2 receptor antagonist; structure given in first source		1.9610benzamidesaquaretic
pd 128042
PD 128042: structure given in first source		2.3720anilide
1-(1-phenylcyclohexyl)-4-phenyl-4-piperidinol
1-(1-phenylcyclohexyl)-4-phenyl-4-piperidinol: structure given in first source		1.9610
beta-lactams
2-azetidinone: structure in first source. azetidin-2-one : An unsubstituted beta-lactam compound.. beta-lactam : A lactam in which the amide bond is contained within a four-membered ring, which includes the amide nitrogen and the carbonyl carbon.		2.4120beta-lactam antibiotic allergen;
beta-lactam
ezetimibe
Ezetimibe: An azetidine derivative and ANTICHOLESTEREMIC AGENT that inhibits intestinal STEROL absorption. It is used to reduce total CHOLESTEROL; LDL CHOLESTEROL, and APOLIPOPROTEINS B in the treatment of HYPERLIPIDEMIAS.. ezetimibe : A beta-lactam that is azetidin-2-one which is substituted at 1, 3, and 4 by p-fluorophenyl, 3-(p-fluorophenyl)-3-hydroxypropyl, and 4-hydroxyphenyl groups, respectively (the 3R,3'S,4S enantiomer).		5.32100azetidines;
beta-lactam;
organofluorine compound		anticholesteremic drug;
antilipemic drug;
antimetabolite
tacrolimus
Tacrolimus: A macrolide isolated from the culture broth of a strain of Streptomyces tsukubaensis that has strong immunosuppressive activity in vivo and prevents the activation of T-lymphocytes in response to antigenic or mitogenic stimulation in vitro.. tacrolimus (anhydrous) : A macrolide lactam containing a 23-membered lactone ring, originally isolated from the fermentation broth of a Japanese soil sample that contained the bacteria Streptomyces tsukubaensis.		1.9610macrolide lactambacterial metabolite;
immunosuppressive agent
morphine
Meconium: The thick green-to-black mucilaginous material found in the intestines of a full-term fetus. It consists of secretions of the INTESTINAL GLANDS; BILE PIGMENTS; FATTY ACIDS; AMNIOTIC FLUID; and intrauterine debris. It constitutes the first stools passed by a newborn.		1.9610morphinane alkaloid;
organic heteropentacyclic compound;
tertiary amino compound		anaesthetic;
drug allergen;
environmental contaminant;
geroprotector;
mu-opioid receptor agonist;
opioid analgesic;
plant metabolite;
vasodilator agent;
xenobiotic
normorphine
normorphine: RN given refers to (5 alpha,6 alpha)-isomer		1.9610morphinane alkaloid
bms-262084
BMS-262084: an azetidinone-based tryptase inhibitor; structure in first source		3.1510
sch 60663
SCH 60663: structure in first source		2.4120
ConditionIndicatedRelationship StrengthStudiesTrials
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		01.9810
Elevated Cholesterol
[description not available]		04.4851
Hypercholesterolemia
A condition with abnormally high levels of CHOLESTEROL in the blood. It is defined as a cholesterol value exceeding the 95th percentile for the population.		04.4851
Alloxan Diabetes
[description not available]		02.0210