{2-[({5-[(dimethylamino)methyl]furan-2-yl}methyl)sulfanyl]ethyl}[(E)-1-(methylamino)-2-nitroethenyl]amine hydrochloride

• ChemBase ID: 72805
• Molecular Formular: C13H23ClN4O3S
• Molecular Mass: 350.86472
• Monoisotopic Mass: 350.1179393
• SMILES: N(Cc1ccc(o1)CSCCN/C(=C/[N+](=O)[O-])/NC)(C)C.Cl
• Canonical SMILES: CN/C(=C\[N+](=O)[O-])/NCCSCc1ccc(o1)CN(C)C.Cl
• InChI: InChI=1S/C13H22N4O3S.ClH/c1-14-13(9-17(18)19)15-6-7-21-10-12-5-4-11(20-12)8-16(2)3;/h4-5,9,14-15H,6-8,10H2,1-3H3;1H/b13-9+
• InChIKey: GGWBHVILAJZWKJ-KJEVSKRMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-[({5-[(dimethylamino)methyl]furan-2-yl}methyl)sulfanyl]ethyl}[(E)-1-(methylamino)-2-nitroethenyl]amine hydrochloride; [(E)-1-({2-[({5-[(dimethylamino)methyl]furan-2-yl}methyl)sulfanyl]ethyl}amino)-2-nitroethenyl](methyl)amine hydrochloride; dimethyl[(5-{[(2-{[1-(methylamino)-2-nitroethenyl]amino}ethyl)sulfanyl]methyl}furan-2-yl)methyl]amine hydrochloride
• IUPAC Traditional name: {2-[({5-[(dimethylamino)methyl]furan-2-yl}methyl)sulfanyl]ethyl}[(E)-1-(methylamino)-2-nitroethenyl]amine hydrochloride; [(E)-1-({2-[({5-[(dimethylamino)methyl]furan-2-yl}methyl)sulfanyl]ethyl}amino)-2-nitroethenyl](methyl)amine hydrochloride; dimethyl[(5-{[(2-{[1-(methylamino)-2-nitroethenyl]amino}ethyl)sulfanyl]methyl}furan-2-yl)methyl]amine hydrochloride
• Synonyms: N-[2-[[[-5-[(Dimethylamino)methyl)]-2-furanyl]methyl]thio]ethyl]-N’-methyl-2-nitro-1,1-ethenediamine Hydrochloride; Melfax; Raniben; Ranidil; Raniplex; Zintac; Ranaps; Rantec; Sostril; Taural; Terposen; Trigger; Ultidine; Zaedoc; Zantidon; Zantac; AH 19065; Azantac; Ranitidine Hydrochloride; Ranitidine hydrochloride

Database IDs

• CAS Number: 71130-06-8; 66357-59-3
• EC Number: 266-333-0
• MDL Number: MFCD00069339
• PubChem SID: 162037726; 24277803
• PubChem CID: 3033332

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.5527394
• LogD (pH = 7.4): 0.21904218
• Log P: 0.98147845
• Molar Refractivity: 95.153 cm^3
• Polarizability: 32.323387 Å^3
• Polar Surface Area: 86.26 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble7.0 mg/mL; Acetic Acid; H2O: soluble1.8 mg/mL; Methanol; Water
• Apperance: Off-White Solid; tan solid
• Melting Point: 133-134°C

Safety Information

• Storage Condition: -20°C; Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• RTECS: KM6557000
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... HRH2(3274)
• Mechanism of Action: Histamine H 2-receptor antagonist

Product Information

• Salt Data: HCl; Hydrochloride
• Suitability: suitable for 1694 per US EPA
• Application(s): Antiulcer agent,; low toxicity
• Pharmacopeia Traceability: traceable to BP 471; traceable to PhEur R0150000; traceable to USP 1598405
• Empirical Formula (Hill Notation): C13H22N4O3S · HCl

DETAILS

Selleck Chemicals - S1801

Research Area: Metabolic Disease
Biological Activity:
Ranitidine (Zantac) is a histamine H2-receptor antagonist with IC50 of 3.3 ± 1.4 µM. It inhibits stomach acid production. It is also used alongside fexofenadine and other antihistamines for the treatment of skin conditions such as hives. It has 10% the affinity that cimetidine has to CYP450 so it causes fewer side effects, but other H2 blockers famotidine and nizatidine have no CYP450 significant interactions. [1][2]

Sigma Aldrich - R101

Biochem/physiol Actions
H2 histamine receptor antagonist; anti-ulcer agent.

Sigma Aldrich - 44404

Biochem/physiol Actions
H2 histamine receptor antagonist; anti-ulcer agent.

Toronto Research Chemicals - R120000

A histamine H2-receptor antagonist which inhibits gastric acid secretion. Antiulcerative.

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