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Details

Stereochemistry ACHIRAL
Molecular Formula C4H11NO3.ClH
Molecular Weight 157.5961
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TROMETHAMINE HYDROCHLORIDE

SMILES

C(C(CO)(CO)N)O.Cl

InChI

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

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
The treatment of acidosis in acute lung injury with tris-hydroxymethyl aminomethane (THAM).
2000 Apr
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
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
Dimerization of receptor protein-tyrosine phosphatase alpha in living cells.
2001
Requirements for activation and RAFT localization of the T-lymphocyte kinase Rlk/Txk.
2001
Possible effects of counterions on biological activities of anionic surfactants.
2001 Apr
The structure of human mitochondrial branched-chain aminotransferase.
2001 Apr
Capillary electrochromatographic evaluation of vitamin E-active oil constituents: tocopherols and tocotrienols.
2001 Apr 13
A structure-function study of ligand recognition by CD22beta.
2001 Apr 20
Evidence for specific ceramidase present in the intestinal contents of rats and humans.
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
Spatial open-network formed by mixed triblock copolymers as a new medium for double-stranded DNA separation by capillary electrophoresis.
2001 Feb
Renal effects of serine-7 analog of lymphoguanylin in ex vivo rat kidney.
2001 Feb
Targeting neighbouring poly(purine.pyrimidine) sequences located in the human bcr promoter by triplex-forming oligonucleotides.
2001 Feb
Topical ketorolac tromethamine 0.5% ophthalmic solution in ocular inflammation after cataract surgery.
2001 Feb
Comparison of spontaneous and noradrenaline-evoked non-selective cation channels in rabbit portal vein myocytes.
2001 Feb 1
Structure of soybean seed coat peroxidase: a plant peroxidase with unusual stability and haem-apoprotein interactions.
2001 Jan
Alpha-galactosidases from the larval midgut of Tenebrio molitor (Coleoptera) and Spodoptera frugiperda (Lepidoptera).
2001 Jan
Bcl-2 inhibits apoptosis of spermatogonia and growth of spermatogonial stem cells in a cell-intrinsic manner.
2001 Jan
Recombinant chemosensory protein (CSP2) from the moth Mamestra brassicae: crystallization and preliminary crystallographic study.
2001 Jan
Aqueous solution speciation of Fe(III) complexes with dihydroxamate siderophores alcaligin and rhodotorulic acid and synthetic analogues using electrospray ionization mass spectrometry.
2001 Jan 1
Determination of phenols in soil by supercritical fluid extraction-capillary electrochromatography.
2001 Jan 12
Long-term preservation of chilled canine semen: effect of commercial and laboratory prepared extenders.
2001 Jan 15
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
Basic fibroblast growth factor inhibits choriocapillaris atrophy in rabbit.
2001 Jul
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
Inhibition of human CYP1A2 activity in vitro by methylxanthines: potent competitive inhibition by 8-phenyltheophylline.
2001 Mar
Determination of 8-chloroadenosine 3',5'-monophosphate in dog plasma by capillary electrophoresis.
2001 Mar
Therapy of malignant intracranial hypertension by controlled lumbar cerebrospinal fluid drainage.
2001 May
Stereospecificity of myo-inositol hexakisphosphate dephosphorylation by a phytate-degrading enzyme of baker's yeast.
2001 May
Considerations necessary in gathering occurrence data for selected unstable compounds in the USEPA Unregulated Contaminant Candidate List in USEPA Method 526.
2001 May 1
Semipreparative capillary electrochromatography.
2001 May 1
Conformation of a purified "spontaneously" inserting thylakoid membrane protein precursor in aqueous solvent and detergent micelles.
2001 May 4
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
Generation of live rat offspring by intrauterine insemination with epididymal spermatozoa cryopreserved at -196 degrees C.
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
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 HYDROCHLORIDE
Common Name English
TRIS HYDROCHLORIDE
Common Name English
TRIS-HCL
Common Name English
2-AMINO-2-(HYDROXYMETHYL)PROPANE-1,3-DIOL HYDROCHLORIDE
Systematic Name English
TROMETAMOL HYDROCHLORIDE
WHO-DD  
Common Name English
TRIZMA HYDROCHLORIDE
Common Name English
TROMETAMOL HYDROCHLORIDE [WHO-DD]
Common Name English
TROMETHAMINE HCL
Common Name English
Code System Code Type Description
CAS
1185-53-1
Created by admin on Sat Jun 26 04:56:55 UTC 2021 , Edited by admin on Sat Jun 26 04:56:55 UTC 2021
PRIMARY
RXCUI
1311534
Created by admin on Sat Jun 26 04:56:55 UTC 2021 , Edited by admin on Sat Jun 26 04:56:55 UTC 2021
PRIMARY RxNorm
FDA UNII
383V75M34E
Created by admin on Sat Jun 26 04:56:55 UTC 2021 , Edited by admin on Sat Jun 26 04:56:55 UTC 2021
PRIMARY
ECHA (EC/EINECS)
214-684-5
Created by admin on Sat Jun 26 04:56:55 UTC 2021 , Edited by admin on Sat Jun 26 04:56:55 UTC 2021
PRIMARY
EVMPD
SUB39625
Created by admin on Sat Jun 26 04:56:55 UTC 2021 , Edited by admin on Sat Jun 26 04:56:55 UTC 2021
PRIMARY
PUBCHEM
93573
Created by admin on Sat Jun 26 04:56:55 UTC 2021 , Edited by admin on Sat Jun 26 04:56:55 UTC 2021
PRIMARY
EPA CompTox
1185-53-1
Created by admin on Sat Jun 26 04:56:55 UTC 2021 , Edited by admin on Sat Jun 26 04:56:55 UTC 2021
PRIMARY