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Details

Stereochemistry ACHIRAL
Molecular Formula C4H11NO3
Molecular Weight 121.1352
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TROMETHAMINE

SMILES

C(C(CO)(CO)N)O

InChI

InChIKey=LENZDBCJOHFCAS-UHFFFAOYSA-N
InChI=1S/C4H11NO3/c5-4(1-6,2-7)3-8/h6-8H,1-3,5H2

HIDE SMILES / InChI

Description
Curator's Comment:: Description was created based on several sources, including https://www.drugs.com/pro/tham.html https://ncit.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&ns=NCI_Thesaurus&code=C47775 http://www.cir-safety.org/sites/default/files/Tromet_092013_Rep.pdf

Tromethamine is extensively used in biochemistry and molecular biology. Because tromethamine (in the form of R-NH2) is a proton acceptor with a pK of 7.8, it is an effective buffer that can be used to maintain the pH of body fluids. Tromethamine is indicated for the prevention and correction of metabolic acidosis. When administered intravenously as a 0.3 M solution, tromethamine acts as a proton acceptor and prevents or corrects acidosis by actively binding hydrogen ions (H+). It binds not only cations of fixed or metabolic acids, but also hydrogen ions of carbonic acid, thus increasing bicarbonate anion (HCO3‾). TromeThamine also acts as an osmotic diuretic, increasing urine flow, urinary pH, and excretion of fixed acids, carbon dioxide and electrolytes. A significant fraction of tromethamine (30% at pH 7.40) is not ionized and therefore is capable of reaching equilibrium in total body water. This portion may penetrate cells and may neutralize acidic ions of the intracellular fluid.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Tham

Approved Use

indicated for the prevention and correction of metabolic acidosis. In the following conditions it may help to sustain vital functions and thus provide time for treatment of the primary disease: Metabolic Acidosis Associated with Cardiac Bypass Surgery. Tham Solution has been found to be primarily beneficial in correcting metabolic acidosis which may occur during or immediately following cardiac bypass surgical procedures. Correction of Acidity of ACD Blood in Cardiac Bypass Surgery. It is well known that ACD blood is acidic and becomes more acidic on storage. TromeThamine effectively corrects this acidity. Tham Solution may be added directly to the blood used to prime the pump-oxygenator. When ACD blood is brought to a normal pH range the patient is spared an initial acid load. Additional tromeThamine may be indicated during cardiac bypass surgery should metabolic acidosis appear. Metabolic Acidosis Associated with Cardiac Arrest.

Launch Date

-1.27699198E11
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Characterization of the mouse Dazap1 gene encoding an RNA-binding protein that interacts with infertility factors DAZ and DAZL.
2001
Deletion of the alpha-synuclein locus in a subpopulation of C57BL/6J inbred mice.
2001
Cell adhesion and signaling on the fibronectin 1st type III repeat; requisite roles for cell surface proteoglycans and integrins.
2001
Bone morphogenetic protein-5 (BMP-5) promotes dendritic growth in cultured sympathetic neurons.
2001
The antioxidant activity of BHT and new phenolic compounds PYA and PPA measured by chemiluminescence.
2001
MP20, the second most abundant lens membrane protein and member of the tetraspanin superfamily, joins the list of ligands of galectin-3.
2001
Gastroenteritis outbreaks associated with Norwalk-like viruses and their investigation by nested RT-PCR.
2001
Early events in the polymerization of fibrin.
2001
Pathological apoptosis by xanthurenic acid, a tryptophan metabolite: activation of cell caspases but not cytoskeleton breakdown.
2001
Effect of biofluid environment on the dissolution and flexural strength of calcium phosphate bone cements.
2001
Early-morning administration of dexketoprofen-trometamol in morning stiffness induced by nodal osteoarthritis of the hands.
2001
Extracting biological information from DNA arrays: an unexpected link between arginine and methionine metabolism in Bacillus subtilis.
2001
Dimerization of receptor protein-tyrosine phosphatase alpha in living cells.
2001
Serine/threonine protein phosphatase 5 (PP5) participates in the regulation of glucocorticoid receptor nucleocytoplasmic shuttling.
2001
Evidence for specific ceramidase present in the intestinal contents of rats and humans.
2001 Aug
Formaldehyde production by Tris buffer in peptide formulations at elevated temperature.
2001 Aug
Comparison of ketorolac tromethamine 0.5% and rimexolone 1% to control inflammation after cataract extraction. Prospective randomized double-masked study.
2001 Aug
Analysis of vancomycin and related impurities by micellar electrokinetic capillary chromatography. Method development and validation.
2001 Aug
Lipopolysaccharide stimulates norepinephrine efflux from the rat hypothalamus in vitro: blockade by soluble IL-1 receptor.
2001 Aug 3
Mg2+-linked oligomerization modulates the catalytic activity of the Lon (La) protease from Mycobacterium smegmatis.
2001 Aug 7
Sintering temperature effects on the in vitro bioactive response of tape cast and sintered bioactive glass-ceramic in Tris buffer.
2001 Dec 15
Second trimester pregnancy termination in primigravidas by double application of dinoprostone gel and intramuscular administration of carboprost tromethamine.
2001 Jan-Feb
Analysis of glutathione by capillary electrophoresis based on sample stacking.
2001 Jul
Application of capillary electrophoresis for organic acid analysis in herbal studies.
2001 Jul
Separation of stilbenes by capillary electrophoresis and high-performance liquid chromatography.
2001 Jul
Electrophoretic migration behavior of DNA fragments in polymer solution.
2001 Jul
Basic fibroblast growth factor inhibits choriocapillaris atrophy in rabbit.
2001 Jul
Recognition and strand displacement of DNA oligonucleotides by peptide nucleic acids (PNAs). High-performance ion-exchange chromatographic analysis.
2001 Jul 13
Thiols prevent H2O2-mediated loss of sperm motility in cryopreserved bull semen.
2001 Jul 15
Topical ketorolac tromethamine in the reduction of adverse effects of laser in situ keratomileusist.
2001 Jun
Feasibility of urinary trans, trans-muconic acid determination using high performance liquid chromatography for biological monitoring of benzene exposure.
2001 Jun
Thin-layer chromatographic behavior of rare earths on silica gel with aqueous alkaline earth metal nitrate solutions as mobile phases.
2001 Jun
Kinetic and thermodynamic analysis of thermal unfolding of recombinant erythropoietin.
2001 Jun
In vitro processing of the proproteins GrdE of protein B of glycine reductase and PrdA of D-proline reductase from Clostridium sticklandii: formation of a pyruvoyl group from a cysteine residue.
2001 Jun
A novel interaction between type IV pili of Neisseria gonorrhoeae and the human complement regulator C4B-binding protein.
2001 Jun 1
Short-chain fatty acids enhance diffusional ca transport in the epithelium of the rat cecum and colon.
2001 Jun 22
Agonist-stimulated [35S]GTPgammaS autoradiography: optimization for high sensitivity.
2001 Jun 22
Preparation and compressive strength of alpha-tricalcium phosphate/gelatin gel composite cement.
2001 Mar 15
HCO3- potentiates the cAMP-dependent secretory response of the human distal colon through a DIDS-sensitive pathway.
2001 May
Antiplasmodial activity and cytotoxicity of bis-, tris-, and tetraquinolines with linear or cyclic amino linkers.
2001 May 24
Maltodextrin-anionic surfactant interactions: isothermal titration calorimetry and surface tension study.
2001 Oct
Characterization of a 5'-aldehyde terminus resulting from the oxidative attack at C5' of a 2-deoxyribose on DNA.
2001 Oct
A prospective randomised trial to compare the efficacy and safety of hemabate and syntometrine for the prevention of primary postpartum haemorrhage.
2001 Oct
Use of base in the treatment of severe acidemic states.
2001 Oct
Electrophysiological and biochemical changes in rabbit hearts stored at 4 degrees C for 6 or 24 h.
2001 Oct
Generation of live rat offspring by intrauterine insemination with epididymal spermatozoa cryopreserved at -196 degrees C.
2001 Sep
Detergent-like action of the antibiotic peptide surfactin on lipid membranes.
2001 Sep
Preservation of metabolic reserves and function after storage of myocytes in hypothermic UW solution.
2001 Sep
Phosphate ion channels in sarcoplasmic reticulum of rabbit skeletal muscle.
2001 Sep 15
Design, formation and properties of tetrahedral M(4)L(4) and M(4)L(6) supramolecular clusters.
2001 Sep 19
Patents

Patents

Sample Use Guides

Usual Adult Dose for Metabolic Acidosis Associated with Cardiac Bypass Surgery: Initial dose: 500 mL (150 mEq) by slow intravenous infusion is considered adequate for most adults; up to 1000 mL may be required in severe cases Maximum dose: 500 mg/kg (227 mg/lb) over a period of not less than one hour Associated with Cardiac Arrest: If the chest is open: 2 to 6 g (62 to 185 mL of a 0.3 M solution) injected into the ventricular cavity If the chest is not open: 3.6 to 10.8 g (111 to 333 mL of a 0.3 M solution) injected into a larger peripheral vein if the chest is not open Comment: Do not inject into the cardiac muscle
Route of Administration: Intravenous
25-100 mM Tris (Tromethamine) completely inhibits starch-synthase
Name Type Language
TROMETHAMINE
HSDB   II   INCI   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF  
INCI   USAN  
Official Name English
TROMETAMOL [JAN]
Common Name English
TRIS(HYDROXYMETHYL)AMINOMETHANE
Common Name English
TROMETAMOL [EP MONOGRAPH]
Common Name English
NSC-6365
Code English
TROMETHAMINE [II]
Common Name English
TROMETHAMINE [USP-RS]
Common Name English
TROMETHAMINE [VANDF]
Common Name English
TROMETAMOL [INN]
Common Name English
THAM
Common Name English
TRIS-BASE
Common Name English
TROMETHAMINE [ORANGE BOOK]
Common Name English
TRIS
Common Name English
TROMETAMOL [WHO-DD]
Common Name English
TROMETHAMINE [MI]
Common Name English
THAM-E COMPONENT TROMETHAMINE
Common Name English
TROMETAMOL
EP   INN   JAN   MART.   WHO-DD  
INN  
Official Name English
TROMETHAMINE [USP]
Common Name English
1,3-PROPANEDIOL, 2-AMINO-2-(HYDROXYMETHYL)-
Systematic Name English
TROMETHAMINE [USAN]
Common Name English
TROMETHAMINE COMPONENT OF THAM-E
Common Name English
TRIZMA
Common Name English
TROMETHAMINE [HSDB]
Common Name English
2-AMINO-2-(HYDROXYMETHYL)-1,3-PROPANEDIOL
Systematic Name English
TROMETAMOL [MART.]
Common Name English
TROMETHAMINE [INCI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C802
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
WHO-VATC QB05XX02
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
EPA PESTICIDE CODE 83901
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
WHO-VATC QB05BB03
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
WHO-ATC B05XX02
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
WHO-ATC B05BB03
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
Code System Code Type Description
MERCK INDEX
M11221
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY Merck Index
IUPHAR
7328
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY
MESH
D014325
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY
EPA CompTox
77-86-1
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY
DRUG CENTRAL
2771
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY
FDA UNII
023C2WHX2V
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY
NCI_THESAURUS
C47775
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY
RXCUI
10865
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY RxNorm
ECHA (EC/EINECS)
201-064-4
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY
WIKIPEDIA
TRIS
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY
USP_CATALOG
1698002
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY USP-RS
EVMPD
SUB11336MIG
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY
HSDB
3408
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY
PUBCHEM
6503
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY
CAS
77-86-1
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY
INN
1108
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY
DRUG BANK
DB03754
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY
ChEMBL
CHEMBL1200391
Created by admin on Fri Jun 25 21:12:25 UTC 2021 , Edited by admin on Fri Jun 25 21:12:25 UTC 2021
PRIMARY