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Identification
Namehistamine dihydrochloride
Accession NumberDB05381
TypeSmall Molecule
GroupsInvestigational
DescriptionA depressor amine derived by enzymatic decarboxylation of histidine. It is a powerful stimulant of gastric secretion, a constrictor of bronchial smooth muscle, a vasodilator, and also a centrally acting neurotransmitter.
Structure
Thumb
SynonymsNot Available
External Identifiers Not Available
Approved Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
CepleneInjection, solution0.5 mg/0.5mlSubcutaneousMeda Ab2008-10-07Not applicableEu
Approved Generic Prescription ProductsNot Available
Approved Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Australian Dream Back PainCream.05 g/100gTopicalNature's Health Connection2014-07-10Not applicableUs
Australian Dream Pain Relieving ArthritisCream.025 g/100gTopicalNature's Health Connection2011-02-09Not applicableUs
Cvs Arthritis Pain ReliefCream.025 g/100gTopicalCvs Health2016-05-30Not applicableUs
Dr. Freds Miracle RubCream.25 mg/mLTopicalPure Source Inc.2013-06-06Not applicableUs
Mancore Muscle Mend Roll-ON Pain RelieverLotion.6 mg/mLTopicalR2 Distribution, LLC2014-08-27Not applicableUs
Unapproved/Other Products Not Available
International Brands
NameCompany
CepleneNot Available
Brand mixtures
NameLabellerIngredients
Abee MedCrossover Telecom Llc
Activon Ultra Strength ArthritisFamily First Pharmaceuticals, Inc.
Alo Therapeutic MassageTheraplex Solutions
Alo Therapeutic Massage Pain RelievingTheraplex Solutions
Arthritis ReliefPure Source Inc.
Arthrocare LotionAvacare, Division Of Jeunique International Inc.
Painmd MaxOmg Medical Group, Llc
Ponos Natural Pain ReliefDr. Mike's Vitamins, Llc
RematexHome Aide Diagnostics, Inc.
SimanixHome Aide Diagnostics, Inc.
SaltsNot Available
Categories
UNII3POA0Q644U
CAS numberNot Available
WeightAverage: 184.067
Monoisotopic: 183.033002781
Chemical FormulaC5H11Cl2N3
InChI KeyPPZMYIBUHIPZOS-UHFFFAOYSA-N
InChI
InChI=1S/C5H9N3.2ClH/c6-2-1-5-3-7-4-8-5;;/h3-4H,1-2,6H2,(H,7,8);2*1H
IUPAC Name
2-(1H-imidazol-5-yl)ethan-1-amine dihydrochloride
SMILES
Cl.Cl.NCCC1=CN=CN1
Pharmacology
IndicationInvestigated for use/treatment in hepatitis (viral, C), leukemia (myeloid), melanoma, and renal cell carcinoma.
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of actionHistamine dihydrochloride(Ceplene) is developed to maintain the integrity of pivotal immune cells, in particular T cells and natural killer (NK) cells, in patients with cancer. Ceplene treatment aims at facilitating immune-mediated destruction of cancer cells, including leukemic cells, and also at improving the efficiency of T and NK cell-activating agents such as IL-2. Research regarding histamine, the active agent underlying Ceplene, and related clinical results has been the subject of more than 80 presentations at major scientific and clinical meetings, and has been published in more than 300 scientific and clinical articles.
TargetKindPharmacological actionActionsOrganismUniProt ID
Histamine H2 receptorProteinunknownNot AvailableHumanP25021 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General References
  1. Middleton M, Sarno M, Agarwala SS, Glaspy J, Laurent A, McMasters K, Naredi P, O'Day S, Whitman E, Danson S, Cosford R, Gehlsen K: Pharmacokinetics of histamine dihydrochloride in healthy volunteers and cancer patients: implications for combined immunotherapy with interleukin-2. J Clin Pharmacol. 2002 Jul;42(7):774-81. [PubMed:12092744 ]
External Links
ATC CodesL03AX14
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9931
Blood Brain Barrier+0.8784
Caco-2 permeable-0.5409
P-glycoprotein substrateNon-substrate0.6136
P-glycoprotein inhibitor INon-inhibitor0.9639
P-glycoprotein inhibitor IINon-inhibitor0.9013
Renal organic cation transporterNon-inhibitor0.529
CYP450 2C9 substrateNon-substrate0.8735
CYP450 2D6 substrateNon-substrate0.7217
CYP450 3A4 substrateNon-substrate0.7528
CYP450 1A2 substrateNon-inhibitor0.8045
CYP450 2C9 inhibitorNon-inhibitor0.8396
CYP450 2D6 inhibitorNon-inhibitor0.8574
CYP450 2C19 inhibitorNon-inhibitor0.9187
CYP450 3A4 inhibitorNon-inhibitor0.7351
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8404
Ames testNon AMES toxic0.7103
CarcinogenicityNon-carcinogens0.8747
BiodegradationNot ready biodegradable0.9377
Rat acute toxicity2.4808 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9413
hERG inhibition (predictor II)Non-inhibitor0.8061
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage forms
FormRouteStrength
StickTopical
CreamTopical
LiquidTopical
CreamTopical.05 g/100g
CreamTopical.025 g/100g
Injection, solutionSubcutaneous0.5 mg/0.5ml
CreamTopical.25 mg/mL
LotionTopical.6 mg/mL
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
logP-1ChemAxon
pKa (Strongest Acidic)13.5ChemAxon
pKa (Strongest Basic)9.79ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area54.7 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity32.23 m3·mol-1ChemAxon
Polarizability11.98 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.
KingdomOrganic compounds
Super ClassOrganonitrogen compounds
ClassAmines
Sub ClassAralkylamines
Direct ParentAralkylamines
Alternative Parents
Substituents
  • Aralkylamine
  • Heteroaromatic compound
  • Imidazole
  • Azole
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Hydrochloride
  • Primary amine
  • Primary aliphatic amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Histamine receptor activity
Specific Function:
The H2 subclass of histamine receptors mediates gastric acid secretion. Also appears to regulate gastrointestinal motility and intestinal secretion. Possible role in regulating cell growth and differentiation. The activity of this receptor is mediated by G proteins which activate adenylyl cyclase and, through a separate G protein-dependent mechanism, the phosphoinositide/protein kinase (PKC) si...
Gene Name:
HRH2
Uniprot ID:
P25021
Molecular Weight:
40097.65 Da
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Drug created on November 18, 2007 11:24 / Updated on August 17, 2016 12:24