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66357-35-5

Basic Information
CAS No.: 66357-35-5
Name: Ranitidine hydrochloride
Article Data: 20
Molecular Structure:
Molecular Structure of 66357-35-5 (Ranitidine hydrochloride)
Formula: C13H22N4O3S
Molecular Weight: 314.409
Synonyms: Midaven;Zenetac;1,1-Ethenediamine, N-(2-(((5-((dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)-N'-methyl-2-nitro-;Acidex;
EINECS: 266-332-5
Density: 1.184 g/cm3
Melting Point: 69-70 °C
Boiling Point: 437.1 °C at 760 mmHg
Flash Point: 218.2 °C
Solubility: 24.7 mg/mL in water
Appearance: Powder
Safety: 22-24/25
PSA: 111.56000
LogP: 2.76400
Synthetic route
61832-41-5

(E-)-N-methyl-1-(methylthio)-2-nitroethanamine

66356-53-4

5-{[(2-aminoethyl)thio]methyl}-N,N-dimethyl-2-furfurylamine

66357-35-5

Ranitidine

Conditions
ConditionsYield
In water at 55℃;92%
6061-04-7

1,1-dichloro-2-nitro ethylene

156-57-0

2-mercaptoethylamine hydrochloride

5-(N,N'-dimethylaminomethyl)-2-chloromethyl-furan

74-89-5

methylamine

66357-35-5

Ranitidine

Conditions
ConditionsYield
Stage #1: 1,1-dichloro-2-nitro ethylene; 2-mercaptoethylamine hydrochloride With sodium hydroxide at 50℃; for 1h;
Stage #2: methylamine With calcium oxide In ethanol at 20℃; for 12h;
Stage #3: 5-(N,N'-dimethylaminomethyl)-2-chloromethyl-furan In ethanol; water at 45℃; for 2h; Temperature;
90%

(Z)-1-β-hydroxyethylamino-1-methylamino-2-nitroethene

5-(N,N-dimethylaminomethyl)-2-thiomethylfuran hydrobromide

66357-35-5

Ranitidine

Conditions
ConditionsYield
Stage #1: (Z)-1-β-hydroxyethylamino-1-methylamino-2-nitroethene; 5-(N,N-dimethylaminomethyl)-2-thiomethylfuran hydrobromide With hydrogenchloride at 0℃; for 40h;
Stage #2: With sodium hydroxide; sodium chloride at 0℃; pH=9;
17.3%
75-52-5

nitromethane

91756-97-7

N-methyl-N'-(2-<(5-dimethylaminomethyl)-furan-2-ylmethylthio>-ethyl)-carbodiimide

66357-35-5

Ranitidine

Conditions
ConditionsYield
With sodium hydride 1.) DMF, 30 min, room temp., 2.) DMF, 90 min; Yield given. Multistep reaction;
506-59-2

N,N-dimethylammonium chloride

5-[2-((E)-1-Methylamino-2-nitro-vinylamino)-ethylsulfanylmethyl]-furan-2-carbaldehyde

A

66357-35-5

Ranitidine

B

N-[2-[[[5-(hydroxymethyl)-2-furanyl]methyl]thio]ethyl]-N'-methyl-2-nitro-1,1-ethenediamine

Conditions
ConditionsYield
With sodium acetate; sodium cyanoborohydride In methanol 1) -70 deg C, 3 h, 2) -18 deg C; Yield given;
66357-07-1

N-methyl-N'-(2-<(5-dimethylaminomethyl)-furan-2-ylmethylthio>-ethyl)-urea

66357-35-5

Ranitidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 52 percent / (C6H5)3PBr2, (C2H5)3N / CH2Cl2 / 2 h
2: 1.) NaH / 1.) DMF, 30 min, room temp., 2.) DMF, 90 min
View Scheme
94662-61-0

2-(nitromethylene)thiazolidine

108-10-1

4-methyl-2-pentanone

5-chloromethyl-2-furfuryldimethylamine hydrochloride

66357-35-5

Ranitidine

Conditions
ConditionsYield
With methylamine In acetonitrile
94662-61-0

2-(nitromethylene)thiazolidine

5-chloromethyl-2-furfuryldimethylamine hydrochloride

66357-35-5

Ranitidine

Conditions
ConditionsYield
With sodium hydroxide; methylamine In water; isopropyl alcohol
With sodium acetate; potassium carbonate; methylamine In 4-methyl-2-pentanone; acetonitrile

N-[2-[[5-(1,3-dioxolan-2-yl)-2-furanylmethyl]thio]ethyl]-N'-methyl-2-nitro-1,1-ethenediamine

506-59-2

N,N-dimethylammonium chloride

7440-44-0

pyrographite

66357-35-5

Ranitidine

Conditions
ConditionsYield
With hydrogenchloride; ammonia; sodium cyanoborohydride; sodium carbonate; acetic acid; dimethyl amine In tetrahydrofuran; methanol; ethanol; water

N-(2-chloroethyl)-N'-methyl-2-nitro-1,1-ethenediamine

5-[(Dimethylamino)methyl]-2-furanmethanethiol, oxalate

7440-44-0

pyrographite

66357-35-5

Ranitidine

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran; ethanol; water
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Chemistry

Molecular structure of Ranitidine hydrochloride (CAS NO.66357-35-5) is:

Product Name: Ranitidine hydrochloride
CAS Registry Number: 66357-35-5
IUPAC Name: (E)-1-N-[2-[[5-(dimethylaminomethyl)furan-2-yl]methylsulfanyl]ethyl]-1-N'-methyl-2-nitroethene-1,1-diamine
Product Categories: Active Pharmaceutical Ingredients 
Empirical Formula: C13H22N4O3S
Molecular Weight: 314.4038 
EINECS: 266-332-5
Appearance: white or light yellow crystalline powder, abnormal odor, taste bitter and astringent
Index of Refraction: 1.558
Molar Refractivity: 85.64 cm3
Molar Volume: 265.4 cm3
Surface Tension: 45 dyne/cm
Density: 1.184 g/cm3
Flash Point: 218.2 °C
Enthalpy of Vaporization: 69.37 kJ/mol
Boiling Point: 437.1 °C at 760 mmHg
Melting Point: 69-70  °C
log P (octanol-water): 0.27°C
Water Solubility: 2.47E+04 mg/L at 25 °C 
Vapor Pressure: 1.20E-07 mm Hg at 25 °C 
InChI: InChI=1/C13H22N4O3S/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/b13-9+
Smiles: c1(oc(CSCCN\C(=C\[N+](=O)[O-])NC)cc1)CN(C)C

Uses

 Ranitidine hydrochloride (CAS NO.66357-35-5) can be used as Digestive system drugs ,Potent and  long-acting histamine H2 receptor antagonist.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 4286ug/kg/2D- (4.286mg/kg) BEHAVIORAL: REGIDITY

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP
American Journal of Emergency Medicine. Vol. 17, Pg. 258, 1999.
man TDLo oral 60mg/kg/14D-I (60mg/kg) LIVER: "JAUNDICE, CHOLESTATIC"

LIVER: LIVER FUNCTION TESTS IMPAIRED

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
American Journal of Gastroenterology. Vol. 93, Pg. 822, 1998.
mouse LD50 intramuscular 280mg/kg (280mg/kg)   United States Patent Document. Vol. #4613602,
mouse LD50 intravenous 80mg/kg (80mg/kg)   United States Patent Document. Vol. #4613602,
mouse LD50 oral 884mg/kg (884mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 25, Pg. 749, 1990.
rat LD50 intramuscular 2018mg/kg (2018mg/kg)   United States Patent Document. Vol. #4613602,
rat LD50 intravenous 93mg/kg (93mg/kg)   United States Patent Document. Vol. #4613602,
rat LD50 oral > 5gm/kg (5000mg/kg)   United States Patent Document. Vol. #4613602,
women TDLo oral 12mg/kg/2D-I (12mg/kg) KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS

BLOOD: OTHER CHANGES

SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER TOPICAL EXPOSURE"
American Journal of Emergency Medicine. Vol. 12, Pg. 67, 1994.

Safety Profile

Safety Statements: 22-24/25 
S22: Do not breathe dust
S24/25: Avoid contact with skin and eyes
WGK Germany: 2
RTECS: KM6557000

Specification

 Ranitidine hydrochloride (CAS NO.66357-35-5) is also called as 1,1-Ethenediamine, N-(2-(((5-((dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)-N'-methyl-2-nitro- ; MeSH Heading ; Ranitidine hydrochloride ; Ranitidine hydrochloride [USAN:INN:BAN] ; 1,1-Ethenediamine, N-(2-(((5-((dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)-N'-methyl-2-nitro- ; Achedos ; Acidex ; Atural ; Axoban ; Coralen ; Curan ; Duractin ; Ezopta ; Gastrial ; Gastrosedol ; Istomar ; Logast ; Major Ranitidine hydrochloride ; Mauran ; Microtid ; N-(2-((5-((Dimethylamino)methyl)furfuryl)thio)ethyl)-N'-methyl-2-nitro-1,1-ethenediamine ; Ptinolin ; Quantor ; Quicran ; RND ; Radinat ; Randin ; Ranidine ; Ranin ; Raniogas ; Ranisen ; Raniter ; Ranitidina ; Ranitidina [INN-Spanish] ; Ranitidinum [INN-Latin] ; Ranitiget ; Rantacid ; Ratic ; Raticina ; Sampep ; Taural ; Ul-Pep ; Ulceranin ; Urantac ; Verlost ; Vesyca ; Vizerul ; Weichilin ; Weidos ; Xanidine ; Zantab ; Zantadin .