Product Name

  • Name

    6,9-DIAMINO-2-ETHOXYACRIDINE LACTATE

  • EINECS 217-408-1
  • CAS No. 1837-57-6
  • Density 1.2764 (rough estimate)
  • Solubility
  • Melting Point 62-67°C(lit.)
  • Formula C15H15N3O.C3H6O3
  • Boiling Point 523.5 °C at 760 mmHg
  • Molecular Weight 343.382
  • Flash Point 270.4 °C
  • Transport Information
  • Appearance White or almost white crystalline powder; none stink
  • Safety
  • Risk Codes R36/37/38; R22; R40; R20/21/22
  • Molecular Structure Molecular Structure of 1837-57-6 (6,9-DIAMINO-2-ETHOXYACRIDINE LACTATE)
  • Hazard Symbols Xi,Xn
  • Synonyms Lactic acid, compd. with 6, 9-diamino-2-ethoxyacridine (1:1);Flavitrol;7-ethoxyacridine-3,9-diamine; 2-hydroxypropanoic acid;3,9-Diamino-7-ethoxyacridinium lactate;Acrinol;Hectalin;Amoebin;2-Ethoxy-6,9-diaminoacridine lactate;2,5-Diamino-7-ethoxyacridine lactate;Rivanol;Propanoic acid, 2-hydroxy-, compd. with 7-ethoxy-3,9-acridinediamine (1:1);Acrolactine;Acridine, 6,9-diamino-2-ethoxy-, cpd with lactic acid (1:1);Ethodin;Rimaon;Antidian 200;6,9-Acridinediamine, 2-ethoxy-, 2-hydroxypropanoate (1:1);6, 9-Diamino-2-ethoxyacridine lactate;
  • PSA 131.69000
  • LogP 3.56530

Synthetic route

ethacridine lactate
1837-57-6

ethacridine lactate

6,9-Diamino-5-brom-2-ethoxy-acridin

6,9-Diamino-5-brom-2-ethoxy-acridin

Conditions
ConditionsYield
With N-Bromosuccinimide; acetic acid85%
ethacridine lactate
1837-57-6

ethacridine lactate

acetic anhydride
108-24-7

acetic anhydride

N-(9-amino-2-ethoxyacridin-6-yl)acetamide

N-(9-amino-2-ethoxyacridin-6-yl)acetamide

Conditions
ConditionsYield
In acetic acid for 0.166667h;84%
2,6-Diaminopyridine
141-86-6

2,6-Diaminopyridine

ethacridine lactate
1837-57-6

ethacridine lactate

H2O4S*C20H19N7O

H2O4S*C20H19N7O

Conditions
ConditionsYield
Stage #1: ethacridine lactate With sulfuric acid; sodium nitrite In water at 5℃; for 0.333333h;
Stage #2: 2.6-diaminopyridine With sodium carbonate In water at 20℃; for 12h;
76.3%
ethacridine lactate
1837-57-6

ethacridine lactate

salicylaldehyde
90-02-8

salicylaldehyde

5-[(E)-(9-amino-7-ethoxyacridin-3-yl)azo]-2-hydroxybenzaldehyde

5-[(E)-(9-amino-7-ethoxyacridin-3-yl)azo]-2-hydroxybenzaldehyde

Conditions
ConditionsYield
Stage #1: ethacridine lactate With sulfuric acid; sodium nitrite In water at 0 - 5℃; for 0.333333h;
Stage #2: salicylaldehyde With sodium carbonate In water at 20℃; for 2h;
75%
2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

ethacridine lactate
1837-57-6

ethacridine lactate

4-(9-Amino-7-ethoxy-3-acridinylazo)-2,6-dimethylphenol

4-(9-Amino-7-ethoxy-3-acridinylazo)-2,6-dimethylphenol

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; sodium nitrite 1) H2O, 0 deg C, 2) 5 deg C to 10 deg C; Yield given. Multistep reaction;
ethacridine lactate
1837-57-6

ethacridine lactate

9-Amino-7-ethoxy-3-acridin-diazonium-ditetrafluoroborat

9-Amino-7-ethoxy-3-acridin-diazonium-ditetrafluoroborat

Conditions
ConditionsYield
With hydrogenchloride; tetrafluoroboric acid; sodium nitrite 1) H2O, 0 deg C, 2) H2O, 0 deg C; Yield given. Multistep reaction;
ethacridine lactate
1837-57-6

ethacridine lactate

5-Iod-ethacridin
74165-94-9

5-Iod-ethacridin

Conditions
ConditionsYield
With iodine; potassium iodide
ethacridine lactate
1837-57-6

ethacridine lactate

3,9-Diamino-2,4-dibrom-7-ethoxy-acridin

3,9-Diamino-2,4-dibrom-7-ethoxy-acridin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 85 percent / N-bromosuccinimide, aq. AcOH
2: 60 percent / N-bromosuccinimide, aq. AcOH
View Scheme
ethacridine lactate
1837-57-6

ethacridine lactate

4-(methylamino)phenol sulphate
55-55-0

4-(methylamino)phenol sulphate

2C7H7NO*C15H15N3O

2C7H7NO*C15H15N3O

Conditions
ConditionsYield
With potassium iodate In methanol pH=3.1; aq. buffer;
ethacridine lactate
1837-57-6

ethacridine lactate

p-dimethylaminocinnamaldehyde
6203-18-5

p-dimethylaminocinnamaldehyde

C37H37N5O

C37H37N5O

Conditions
ConditionsYield
With sulfuric acid In methanol
ethacridine lactate
1837-57-6

ethacridine lactate

5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[[5-[(E)-(9-amino-7-ethoxyacridin-3-yl)azo]-2-hydroxyphenyl]methyl]-N-[2-(dimethylamino)ethyl]pentanamide

5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[[5-[(E)-(9-amino-7-ethoxyacridin-3-yl)azo]-2-hydroxyphenyl]methyl]-N-[2-(dimethylamino)ethyl]pentanamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium nitrite; sulfuric acid / water / 0.33 h / 0 - 5 °C
1.2: 2 h / 20 °C
2.1: sodium cyanoborohydride; acetic acid; methanol / 0.5 h / 20 °C
3.1: triethylamine / N,N-dimethyl-formamide / 20 °C
View Scheme
ethacridine lactate
1837-57-6

ethacridine lactate

4-[(E)-(9-amino-7-ethoxyacridin-3-yl)azo]-2-[[2-(dimethylamino)ethylamino]methyl]phenol hydrochloride

4-[(E)-(9-amino-7-ethoxyacridin-3-yl)azo]-2-[[2-(dimethylamino)ethylamino]methyl]phenol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium nitrite; sulfuric acid / water / 0.33 h / 0 - 5 °C
1.2: 2 h / 20 °C
2.1: sodium cyanoborohydride; acetic acid; methanol / 0.5 h / 20 °C
View Scheme
ethacridine lactate
1837-57-6

ethacridine lactate

4-[(E)-(9-amino-7-ethoxyacridin-3-yl)azo]-2-[[2-(dimethylamino)ethylmethylamino]methyl]phenol

4-[(E)-(9-amino-7-ethoxyacridin-3-yl)azo]-2-[[2-(dimethylamino)ethylmethylamino]methyl]phenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium nitrite; sulfuric acid / water / 0.33 h / 0 - 5 °C
1.2: 2 h / 20 °C
2.1: sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine / 1,2-dichloro-ethane / 20 °C
View Scheme
2,6-Diaminopyridine
141-86-6

2,6-Diaminopyridine

ethacridine lactate
1837-57-6

ethacridine lactate

C20H19N7O*(x)ClH

C20H19N7O*(x)ClH

Conditions
ConditionsYield
Stage #1: ethacridine lactate With sulfuric acid; sodium nitrite In water at 5℃; for 0.333333h;
Stage #2: 2.6-diaminopyridine With sodium carbonate In water at 20℃; for 12h;

Ethacridine lactate Chemical Properties

Chemical Name: 6,9-Diamino-2-ethoxyacridine lactate   
IUPAC NAME: 7-Ethoxyacridine-3,9-diamine ;  2-hydroxypropanoic acid            
CAS No.: 1837-57-6
EINECS: 217-408-1
Molecular Formula: C18H21N3O4
Molecular Weight: 343.38 g/mol
Flash Point: 270.4 °C
Boiling Point: 523.5 °C at 760 mmHg
Polar Surface Area: 28.6 Å2 
Enthalpy of Vaporization: 79.71 kJ/mol
Vapour Pressure: 4.72E-11 mmHg at 25°C
Following is the structure:


The chemical synonymous of Ethacridine lactate (CAS NO.1837-57-6) are 2-Ethoxy-6,9-diaminoacridine lactate ; Acrinol ; 6,9-Diamino-2-ethoxyacridine lactate ; Ethacridine lactate ; Ethodin ; Rivanol ; 2,5-Diamino-7-ethoxyacridinelactate ; 2-Aethoxy-6,9-diaminoacridinlactat                          

Ethacridine lactate Uses

  Ethacridine lactate (CAS NO.1837-57-6) is used as a disinfection antiseptic drug.

Ethacridine lactate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 70mg/kg (70mg/kg)   Pharmaceutical Chemistry Journal Vol. 26, Pg. 735, 1993.
mouse LD50 subcutaneous 120mg/kg (120mg/kg)   British Journal of Experimental Pathology. Vol. 28, Pg. 1, 1947.
rabbit LD50 subcutaneous 100mg/kg (100mg/kg)   Drugs in Japan Vol. -, Pg. 6, 1995.
rabbit LDLo intravenous 20mg/kg (20mg/kg) VASCULAR: SHOCK Bulletin des Sciences Pharmacologiques. Vol. 40, Pg. 582, 1933.

Ethacridine lactate Consensus Reports

Reported in EPA TSCA Inventory.

Ethacridine lactate Safety Profile

Poison by subcutaneous, intraperitoneal, and intravenous routes. Experimental reproductive effects. An antiseptic. When heated to decomposition it emits toxic fumes of NOx.

Ethacridine lactate Specification

  Ethacridine lactate (CAS NO.1837-57-6) is an aromatic organic compound based on acridine.Its formal name is 2-ethoxy-6,9-diaminoacridine monolactate monohydrate. It forms orange-yellow crystals with a melting point of 226 °C and it has a stinging smell.Its primary use is as an antiseptic in solutions of 0.1%.It is also used as an agent for second trimester abortion. Up to 150 ml of a 0.1% solution is instilled extra-amniotically using a foley catheter. After 20 to 40 hours, 'mini labor' ensues. In China, an intra-amniotic method has also been used. Ethacridine as an abortifacient is found to be safer and better tolerated than 20% hypertonic saline.

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