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Compound Detail

CHEMBL1533310

HISTAMINE DIHYDROCHLORIDE
💊 Approved Drug
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💊 Approved Drug
Cl.Cl.NCCc1c[nH]cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1533310
Name HISTAMINE DIHYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key PPZMYIBUHIPZOS-UHFFFAOYSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL90
Active Moiety CHEMBL90

Known Names

Allergen scratch extract positive control 'torii' histamine dihydrochloride Ceplene Histamine dihydrochloride Histamine dihydrocloride Histamine hydrochloride Histaminum hydrochloricum NSC-257873 Peremin
5
Targets
25
Activities
2
Assay Types
0
PK Parameters
20
Publications
8
Known Names
5
Indications
2
Mechanisms

Molecular Properties

111.2
MW (Da)
-0.09
ALogP
2
HBA
2
HBD
54.7
PSA (Ų)
0.56
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2008
Availability Unknown
Chirality Achiral

Flags

Black Box Warning
USAN Year 1988

Extended Properties

Molecular Formula C5H11Cl2N3
MW 184.07
Aromatic Rings 1
Heavy Atoms 8

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Topical analgesic - - ✓ ✓
Immunoprotectant - - ✓ ✓

Indications

Leukemia, Myeloid, Acute Neoplasms Leukemia Melanoma Kidney Neoplasms

ATC Classification

L03AX14
histamine dihydrochloride
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: IMMUNOSTIMULANTS

Drug Warnings

Black Box Warning
metabolic toxicity
Country: United States

Activity Summary

Ki 17 meas. best 8.0
EC50 8 meas. best 8.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H3 receptor
CHEMBL264
 EC50 8.48 8.48 3.3 1
Histamine H3 receptor
CHEMBL264
 Ki 8.0 7.306 10.0 5
Histamine H4 receptor
CHEMBL3759
 Ki 7.9 7.246 12.6 10
Histamine H4 receptor
CHEMBL3759
 EC50 7.77 7.62 17.0 2
Histamine H4 receptor
CHEMBL5657
 EC50 7.06 6.345 87.1 2
Histamine H4 receptor
CHEMBL5657
 Ki 6.3 5.985 501.2 2
Histamine H2 receptor
CHEMBL2882
 EC50 6.0 5.96 1000.0 2
Histamine H2 receptor
CHEMBL1941
 EC50 5.9 5.9 1258.9 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H3 receptor EC50 = 3.311 nM 8.48 Agonist activity at human H3R expressed in HEK293T-SP-FLAG-hH3R-CRE-CBR cells in... 32420741
Histamine H3 receptor Ki = 10.0 nM 8.0 Displacement of [3H]-N-alpha-methylhistamine from human recombinant H3R expresse... 32420741
Histamine H3 receptor Ki = 10.0 nM 8.0 Displacement of [3H]-UR-PI294 from Galphai2/Gbeta1gamma2-coupled human recombina... 32420741
Histamine H4 receptor Ki = 12.59 nM 7.9 Displacement of [3H]-histamine from Galphai2/Gbeta1gamma2-coupled human recombin... 32420741
Histamine H4 receptor Ki = 12.59 nM 7.9 Displacement of [3H]histamine from human histamine H4 receptor 17154494
Histamine H4 receptor EC50 = 16.98 nM 7.77 Agonist activity at human H4R expressed in HEK293-SF-hH4R-His6-CRE-Luc cells inc... 32420741
Histamine H3 receptor Ki = 18.62 nM 7.73 Displacement of [3H]-N-alpha-methylhistamine from Galphai2/Gbeta1gamma2-coupled ... 32420741
Histamine H4 receptor EC50 = 33.88 nM 7.47 Agonist activity at human H4R expressed in HEK293 cells co-expressing ELucC/ELuc... 32420741
Histamine H4 receptor Ki = 63.1 nM 7.2 Displacement of [3H]-histamine from Galphai2/Gbeta1gamma2-coupled human recombin... 32420741
Histamine H4 receptor Ki = 63.1 nM 7.2 Displacement of [3H]-UR-PI294 from Galphai2/Gbeta1gamma2-coupled human recombina... 32420741
Histamine H4 receptor Ki = 63.1 nM 7.2 Displacement of [3H]-histamine from human recombinant H4R stably expressed in hu... 32420741
Histamine H4 receptor Ki = 63.1 nM 7.2 Displacement of [3H]-histamine from human recombinant H4R stably expressed in hu... 32420741
Histamine H4 receptor Ki = 63.1 nM 7.2 Displacement of [3H]-histamine from human recombinant H4R expressed in HEK293T c... 32420741
Histamine H4 receptor Ki = 63.1 nM 7.2 Displacement of UR-DEBa176 from human recombinant H4R expressed in HEK293T-SF-Hi... 32420741
Histamine H4 receptor EC50 = 87.1 nM 7.06 Agonist activity at mouse H4R expressed in HEK293-SF-mH4R-His6-CRE-Luc cells inc... 32420741
Histamine H4 receptor Ki = 158.49 nM 6.8 Displacement of clobenpropit-BODIPY-630/650 from recombinant human NLuc-fused H4... 32420741
Histamine H4 receptor Ki = 218.78 nM 6.66 Inhibition of UR-DEBa242 binding to human recombinant NLuc/GPCR-fused H4R expres... 32420741
Histamine H3 receptor Ki = 316.23 nM 6.5 Inhibition of UR-DEBa242 binding to human recombinant NLuc/GPCR-fused H3R expres... 32420741
Histamine H4 receptor Ki = 501.19 nM 6.3 Displacement of UR-DEBa176 from mouse recombinant H4R expressed in HEK293T-SF-Hi... 32420741
Histamine H3 receptor Ki = 501.19 nM 6.3 Displacement of clobenpropit-BODIPY-630/650 from recombinant human NLuc-fused H3... 32420741

Literature References

PubMed DOI Target Context # Activities
32420741 10.1021/acs.jmedchem.0c00160 Histamine H4 receptor 15
- 10.6019/CHEMBL5058564 HEK-293T 8
- 10.6019/CHEMBL5058564 Fibroblast 7
- 10.6019/CHEMBL5058564 U2OS 6
32420741 10.1021/acs.jmedchem.0c00160 Histamine H3 receptor 6
20014752 10.1021/tx900326k Hepatotoxicity 3
22216892 10.1021/jm201128q Histamine H2 receptor 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 2
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 2
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 2
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 2
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 2
- 10.6019/CHEMBL5209801 G-protein coupled receptor 35 2
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 2
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 2
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 2
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 2

Data from ChEMBL 36 via Core Engine