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Diatrizoate sodium
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Name

Diatrizoate sodium

 EINECS 212-004-1
CAS No. 737-31-5 Density N/A
PSA 98.33000 LogP 1.92670
Solubility H2O: 0.35 g/mL, slightly turbid, colorless Melting Point 261-262° (dec)
Formula C11H9 I3 N2 O4 . Na Boiling Point 614.1 °C at 760 mmHg
Molecular Weight 635.899 Flash Point 325.2 °C
Transport Information N/A Appearance N/A
Safety 36 Risk Codes 42/43
Molecular Structure Molecular Structure of 737-31-5 (Diatrizoate sodium) Hazard Symbols HarmfulXn
Synonyms

Benzoicacid, 3,5-bis(acetylamino)-2,4,6-triiodo-, monosodium salt (9CI); Benzoic acid,3,5-diacetamido-2,4,6-triiodo-, monosodium salt (8CI); Benzoic acid,3,5-diacetamido-2,4,6-triiodo-, sodium salt (6CI);3,5-Diacetamido-2,4,6-triiodobenzoic acid sodium salt; Diatrizoate sodium;Hypaque; Hypaque 50; Hypaque sodium; Radioselectan; Sodium3,5-diacetamido-2,4,6-triiodobenzoate; Sodium amidotrizoate; Sodiumdiatrizoate; Triombrin; Triombrine; Urografic acid sodium salt; Urografin S;Urographing 370; Urovist 300

Article Data 2

Diatrizoate sodium Synthetic route

117-96-4

diatrizoic acid

737-31-5

sodium diatrizoate

Conditions
ConditionsYield
With sodium carbonate In water
737-31-5

sodium diatrizoate

105-39-5

chloroacetic acid ethyl ester

Ethyl (3,5-bis(acetylamino)-2,4,6-triiodobenzoyloxy)acetate

Conditions
ConditionsYield
In N,N-dimethyl-formamide76%
In N,N-dimethyl-formamide76%
In N,N-dimethyl-formamide76%
In N,N-dimethyl-formamide for 6h;
5324-30-1

diethyl 2-bromoethylphosphonate

737-31-5

sodium diatrizoate

diethyl 2-(3,5-bis-acetylamino-2,4,6-triiodobenzoyloxy)ethylphosphonate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 12h;41%

C57H88BrNO14

737-31-5

sodium diatrizoate

C68H96I3N3O18

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 18 - 25℃;10%
737-31-5

sodium diatrizoate

824-94-2

p-methoxybenzyl chloride

3,5-Bis-acetylamino-2,4,6-triiodo-benzoic acid 4-methoxy-benzyl ester

Conditions
ConditionsYield
In N,N-dimethyl-formamide

diisopropyl 2-bromo-2-methylmalonate

737-31-5

sodium diatrizoate

181827-33-8

Propanedioic acid, [[3,5-bis(acetylamino)-2,4,6-triiodobenzoyl]oxy]methyl-bis(1-methylethyl)ester

Conditions
ConditionsYield
With potassium hydrogencarbonate In water; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol255 g (51%)
737-31-5

sodium diatrizoate

7440-44-0

pyrographite

533-68-6

2-bromobutyric acid ethyl ester

ethyl 2-(3,5-bis(acetylamino)-2,4,6-triiodobenzoyloxy)butyrate

Conditions
ConditionsYield
With ammonium hydroxide In N,N-dimethyl-formamide121 g (66%)
With ammonium hydroxide In N,N-dimethyl-formamide121 g (66%)
chloroform-isopropanol

chloroform-isopropanol

737-31-5

sodium diatrizoate

824-94-2

p-methoxybenzyl chloride

3,5-Bis-acetylamino-2,4,6-triiodo-benzoic acid 4-methoxy-benzyl ester

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide
In water; N,N-dimethyl-formamide
737-31-5

sodium diatrizoate

C11H11N2O4(1-)

Conditions
ConditionsYield
With hydrogen at 21℃; Mechanism; Reagent/catalyst; Concentration;
737-31-5

sodium diatrizoate

5505-16-8

3,5-diamino-2,4,6-triiodobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride In water for 6h; Reflux;
With hydrogenchloride In water for 6h; Reflux;

Diatrizoate sodium Chemical Properties

IUPAC Name: Sodium 3,5-diacetamido-2,4,6-triiodobenzoate
Synonyms of Sodium amidotrizoate (CAS NO.737-31-5): Sodium amidotrizoate ; 3,5-Diacetamido-2,4,6-triiodobenzoic acid sodium salt  
Molecular Structure : 
Molecular Formula  :C11H8I3N2NaO4
Molecular Weight : 635.90
CAS NO:737-31-5 
H bond acceptors: 6
H bond donors: 3
Freely Rotating Bonds: 3
Polar Surface Area: 77.92 Å2
EINECS : 212-004-1
Mol File: 737-31-5.mol
Flash Point: 325.2 °C 
Enthalpy of Vaporization: 95.8 kJ/mol 
Boiling Point: 614.1 °C at 760 mmHg 
Vapour Pressure: 6.19E-16 mmHg at 25°C 
Solubility : H2O: 0.35 g/mL, slightly turbid, colorless
Product Categories of of Sodium amidotrizoate (CAS NO.737-31-5): Organics 
SMILES: [Na+].Ic1c(c(I)c(c(I)c1NC(=O)C)C([O-])=O)NC(=O)C
InChI: InChI=1/C11H9I3N2O4.Na/c1-3(17)15-9-6(12)5(11(19)20)7(13)10(8(9)14)16-4(2)18;/h1-2H3,(H,15,17)(H,16,18)(H,19,20);/q;+1/p-1
InChIKey: ZEYOIOAKZLALAP-REWHXWOFAW
Std. InChI: InChI=1S/C11H9I3N2O4.Na/c1-3(17)15-9-6(12)5(11(19)20)7(13)10(8(9)14)16-4(2)18;/h1-2H3,(H,15,17)(H,16,18)(H,19,20);/q;+1/p-1
Std. InChIKey: ZEYOIOAKZLALAP-UHFFFAOYSA-M

Diatrizoate sodium Uses

 Sodium amidotrizoate (CAS NO.737-31-5) is used as water-soluble contrast agent, excreted from the urine after intravenous administration. it is also commonly used in imaging of urinary tract, renal pelvis, cardiovascular and cerebral angiography.

Diatrizoate sodium Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intravenous 11300mg/kg (11300mg/kg)   Compilation of LD50 Values of New Drugs.
dog LD50 intravenous 13200mg/kg (13200mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: NAUSEA OR VOMITING		 Journal of Pharmacology and Experimental Therapeutics. Vol. 116, Pg. 394, 1956.
mouse LD50 intramuscular 20349mg/kg (20349mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 117, Pg. 307, 1956.
mouse LD50 intraperitoneal > 5gm/kg (5000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS		 Toksikologicheskii Vestnik. Vol. (3), Pg. 46, 1994.
mouse LD50 intravenous 14gm/kg (14000mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 116, Pg. 394, 1956.
mouse LD50 oral > 7gm/kg (7000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS		 Toksikologicheskii Vestnik. Vol. (3), Pg. 46, 1994.
rabbit LD50 intravenous 12200mg/kg (12200mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 116, Pg. 394, 1956.
rat LD50 intraperitoneal > 5gm/kg (5000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS		 Toksikologicheskii Vestnik. Vol. (3), Pg. 46, 1994.
rat LD50 intravenous 11400mg/kg (11400mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 116, Pg. 394, 1956.
rat LD50 oral > 7gm/kg (7000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS		 Toksikologicheskii Vestnik. Vol. (3), Pg. 46, 1994.

Diatrizoate sodium Safety Profile

Hazard Codes:  HarmfulXn
Risk Statements: 42/43 
R42/43: May cause sensitization by inhalation and skin contact.
Safety Statements: 36 
S36: Wear suitable protective clothing.
WGK Germany: 3
RTECS: DG6125000
F: 8-10

Diatrizoate sodium Specification

Consumption usage of Sodium amidotrizoate (CAS NO.737-31-5):
1. Retrograde pyelography: 20% 6 ~ 10ml. 2. Urography: 50% 20 ~ 30ml. 3. Cerebral angiography: 45% or less solution of 10ml. 4. Heart and great vessel angiography: 50% 40ml.
Note: Sodium amidotrizoate may cause nausea, vomiting, salivation, dizziness, urticaria and other reactions. It is banned to serious liver and kidney dysfunction, active tuberculosis, hyperthyroidism, and allergic to iodine. The adrenaline is available when allergic reactions and hypotension happen.

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