Browse history interactively

Page 1

Page 1Revision 1

Page 2

Page 2Revision 2

← Previous editContent deleted Content addedVisualWikitext

Revision as of 20:59, 9 November 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'DrugBank', 'ChEMBL').← Previous edit		Latest revision as of 00:18, 10 December 2024 edit undoCitation bot (talk | contribs)Bots5,421,880 edits Altered pages. | Use this bot. Report bugs. | Suggested by Dominic3203 | Linked from User:Marbletan/sandbox | #UCB_webform_linked 769/2664
(29 intermediate revisions by 18 users not shown)
Line 2:		Line 2:
	{{chembox		{{chembox
	| Verifiedfields = changed		| Verifiedfields = changed
			| Watchedfields = changed
	| verifiedrevid = 401817331		| verifiedrevid = 459858799
	| ImageFile=Bentiromide.svg		| ImageFile=Bentiromide.svg
	| ImageSize=150px		| ImageSize=150px
	| IUPACName=<small>4- aminobenzoic acid</small>		| PIN=4-benzoic acid
	| OtherNames=<small>(S)-4-((2-(benzoylamino)-3-(4-hydroxyphenyl) -1-oxopropyl)amino)benzoic acid<br />(S)-p-(α-benzamido-p-hydroxyhydrocinnamamido) benzoic acid<br />BRN 2910938<br />Benzoyltyrosyl-p-aminobenzoic acid (Btpaba)<br />C12779<br />CHEMBANK2959<br />Chymex<br />D01346<br />N-benzoyl-L-tyrosyl-p-aminobenzoic acid<br />P-((N-benzoyl-L-tyrosin)amido)benzoic acid<br />PFD<br />PFT<br />Ro 11-7891</small>		| OtherNames=<small>(S)-4-((2-(benzoylamino)-3-(4-hydroxyphenyl) -1-oxopropyl)amino)benzoic acid<br />(S)-p-(α-benzamido-p-hydroxyhydrocinnamamido) benzoic acid<br />Benzoyltyrosyl-p-aminobenzoic acid (Btpaba)Chymex<br />N-benzoyl-L-tyrosyl-p-aminobenzoic acid<br />P-((N-benzoyl-L-tyrosin)amido)benzoic acid<br />Chymex (trade name)</small>
	| Reference=<ref>, ].</ref>		| Reference=<ref>, ].</ref>
	| Section1={{Chembox Identifiers		|Section1={{Chembox Identifiers
	| EINECS=253-349-8		| EINECS=253-349-8
	| PubChem = 6957673		| PubChem = 6957673
⚫	| ATCCode_prefix= V04
⚫	| ATCCode_suffix = CK03
	| ChEMBL_Ref = {{ebicite|changed|EBI}}		| ChEMBL_Ref = {{ebicite|changed|EBI}}
	| ChEMBL = <!-- blanked - oldvalue: 1200368 -->		| ChEMBL = 1200368
	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}		| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
	| ChemSpiderID=5329364		| ChemSpiderID=5329364
		⚫	| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
		⚫	| DrugBank= DB00522
	| Abbreviations=Btpaba		| Abbreviations=Btpaba
	| UNII_Ref = {{fdacite|correct|FDA}}		| UNII_Ref = {{fdacite|correct|FDA}}
Line 27:		Line 28:
	| CASNo_Ref = {{cascite|correct|CAS}}		| CASNo_Ref = {{cascite|correct|CAS}}
	| CASNo=37106-97-1		| CASNo=37106-97-1
	| ChEBI_Ref = {{ebicite|changed|EBI}}		| ChEBI_Ref = {{ebicite|correct|EBI}}
	| ChEBI = 31263		| ChEBI = 31263
	| SMILES = O=C(O)c1ccc(cc1)NC(=O)(NC(=O)c2ccccc2)Cc3ccc(O)cc3		| SMILES = O=C(O)c1ccc(cc1)NC(=O)(NC(=O)c2ccccc2)Cc3ccc(O)cc3
	| InChI = 1/C23H20N2O5/c26-19-12-6-15(7-13-19)14-20(25-21(27)16-4-2-1-3-5-16)22(28)24-18-10-8-17(9-11-18)23(29)30/h1-13,20,26H,14H2,(H,24,28)(H,25,27)(H,29,30)/t20-/m0/s1		| InChI = 1/C23H20N2O5/c26-19-12-6-15(7-13-19)14-20(25-21(27)16-4-2-1-3-5-16)22(28)24-18-10-8-17(9-11-18)23(29)30/h1-13,20,26H,14H2,(H,24,28)(H,25,27)(H,29,30)/t20-/m0/s1
	}}		}}
	| Section2={{Chembox Properties		|Section2={{Chembox Properties
	| Formula=C<sub>23</sub>H<sub>20</sub>N<sub>2</sub>O<sub>5</sub>		| Formula=C<sub>23</sub>H<sub>20</sub>N<sub>2</sub>O<sub>5</sub>
	| MolarMass=404.4153		| MolarMass=404.4153 g/mol
	| Density=		| Density=
	| Solubility=		| Solubility=
	| SolubleOther=		| SolubleOther=
	| Solvent=		| Solvent=
	| MeltingPt=		| MeltingPt=
	| BoilingPt=		| BoilingPt=
	| pKa=		| pKa=
	| pKb=		| pKb=
	| IsoelectricPt=		| IsoelectricPt=
	| SpecRotation=		| SpecRotation=
	| RefractIndex=		| RefractIndex=
	| Viscosity=		| Viscosity=
	| Dipole=}}		| Dipole=}}
	| Section3={{Chembox Structure		|Section3={{Chembox Structure
	| CrystalStruct=		| CrystalStruct=
	| Coordination=		| Coordination=
	| MolShape=		| MolShape=
	| Dipole=}}		| Dipole=}}
	| Section4={{Chembox Thermochemistry		|Section5={{Chembox Thermochemistry
	| DeltaHf=		| DeltaHf=
	| DeltaHc=		| DeltaHc=
	| Entropy=		| Entropy=
	| HeatCapacity=}}		| HeatCapacity=}}
	| Section5={{Chembox Pharmacology		|Section6={{Chembox Pharmacology
			| Bioavail=
⚫	| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
			| Metabolism=
⚫	| DrugBank = DB00522
	| Bioavail=		| HalfLife=
	| Metabolism=		| Excretion=
			| Pregnancy_category =
	| HalfLife=
	| Excretion=		| AdminRoutes=
		⚫	| ATCCode_prefix = V04
	| PregCat=
		⚫	| ATCCode_suffix = CK03
	| AdminRoutes=}}
			}}
	| Section6={{Chembox Explosive		|Section4={{Chembox Explosive
	| ShockSens=		| ShockSens=
	| FrictionSens=		| FrictionSens=
	| ExplosiveV=
			| DetonationV =
	| REFactor=}}
	| Section7={{Chembox Hazards		| REFactor=}}
			|Section7={{Chembox Hazards
	| EUClass=		| MainHazards=
			| NFPA-H=
	| MainHazards=
	| NFPA-H=		| NFPA-F=
	| NFPA-F=		| NFPA-R=
	| NFPA-R=		| NFPA-S =
	| NFPA-O=		| FlashPt=
			| AutoignitionPt =
	| RPhrases=
			| ExploLimits =
	| SPhrases=
	| RSPhrases=		| PEL=
	| FlashPt=
	| Autoignition=
	| ExploLimits=
	| PEL=
	| RTECS=}}
⚫	| Section9={{Chembox Related
⚫	| OtherAnions=
⚫	| OtherCations=
	| OtherFunctn=
	| Function=
	| OtherCpds=}}
	}}		}}
		⚫	|Section8={{Chembox Related
		⚫	| OtherAnions=
		⚫	| OtherCations=
			| OtherFunction =
			| OtherFunction_label =
			| OtherCompounds =}}
			}}
			'''Bentiromide''' is a ] used as a screening test for ] ] insufficiency and to monitor the adequacy of supplemental pancreatic therapy. Bentiromide is not available in the United States or Canada; it was withdrawn in the US in October 1996.<ref name="Drugs.com">{{Drugs.com|cons|bentiromide}} on bentiromide.</ref>
			== Side effects ==
			Headache and gastrointestinal disturbances have been reported in patients taking bentiromide.<ref name="Drugs.com" />
			== Mechanism of action ==
			Bentiromide is given by mouth as a noninvasive test. It is broken down by the pancreatic enzyme ], yielding ] (PABA). The amount of PABA and its ] excreted in the urine is taken as a measure of the chymotrypsin-secreting activity of the pancreas.
			== Chemistry ==
	'''Bentiromide''' is a ] used as a screening test for ] ] insufficiency and to monitor the adequacy of supplemental pancreatic therapy. It is given by mouth as a noninvasive test. The amount of ] and its ] excreted in the urine is taken as a measure of the ]-secreting activity of the pancreas. Headache and gastrointestinal disturbances have been reported in patients taking bentiromide. Bentiromide is not available in the ] or ] (It was withdrawn in the US in October 1996.)
		⚫	*]=3.201
			*H_bond_donor=4{{fact|date=February 2020}}
			*H_bond_acceptor=5{{fact|date=February 2020}}
	==Data==		=== Synthesis ===
			]
⚫	*XLogP=3.201
			It is synthesized by amide formation between ethyl ''p''-aminobenzoate and ''N''-benzoyl-tyrosine using ''N''-methyl-morpholine and ethyl chlorocarbonate for activation. The resulting L-amide is selectively hydrolyzed by sequential use of ] (]) and dilute acid to give bentiromide ('''4''').
	*tautomers=12
	*H_bond_donor=4
	*H_bond_acceptor=5
	== See also ==		== See also ==
	* ]		* ]
	==References==		== References ==
	{{reflist}}		{{reflist}}
Line 112:		Line 119:
	]		]
	{{pharma-stub}}