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Amidinothiourea

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Name

Amidinothiourea

EINECS 218-308-0
CAS No. 2114-02-5 Density 1.73 g/cm3
PSA 120.01000 LogP 0.60430
Solubility 7 g/100 mL (20 °C) Melting Point 171-173 °C(lit.)
Formula C2H6N4S Boiling Point 310.5 °C at 760 mmHg
Molecular Weight 118.162 Flash Point 141.6 °C
Transport Information UN 2811 Appearance white to off-white crystals or crystalline powder
Safety 26-37/39-24/25-23 Risk Codes 36/37/38-20/21/22
Molecular Structure Molecular Structure of 2114-02-5 (Amidinothiourea) Hazard Symbols IrritantXi; HarmfulXn
Synonyms

Thiourea,(aminoiminomethyl)- (9CI);Urea, 1-amidino-2-thio- (6CI,7CI,8CI);1-Amidino-2-thiourea;1-Amidinothiourea;2-Imino-4-thiobiuret;ASU;Amino[[amino(imino)methyl]amino]thioxomethane;Guanylthiourea;Guthimin;Gutimine;N-(Diaminomethylene)thiourea;N-Amidinothiourea;NSC 55743;Thiodicyanodiamidine;

Article Data 25

Amidinothiourea Synthetic route

127099-85-8, 780722-26-1

N-Cyanoguanidine

2114-02-5

amidinothiocarbamide

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; hydrogen sulfide at 70 - 80℃; Substitution;93%
With ammonium sulfide; sulfuric acid In water at 60 - 65℃; for 17h; pH=9.6; Addition;50.5%
With hydrogen sulfide; water at 60 - 70℃;
37507-70-3

cyanocarboxamidine

2114-02-5

amidinothiocarbamide

Conditions
ConditionsYield
Stage #1: cyanocarboxamidine With hydrogenchloride In water at 20℃;
Stage #2: With ammonium hydroxide; Sodium thiosulfate pentahydrate In water at 0℃; for 1h;
80%
463-71-8

thiophosgene

17356-08-0

thiourea

2114-02-5

amidinothiocarbamide

Conditions
ConditionsYield
at 100 - 110℃;
17356-08-0

thiourea

2114-02-5

amidinothiocarbamide

Conditions
ConditionsYield
With thiophosgene at 100 - 110℃;
With phosphorus pentachloride at 100℃;
17356-08-0

thiourea

A

2114-02-5

amidinothiocarbamide

B

56-03-1

BIGUANIDE

Conditions
ConditionsYield
With phosphorus pentachloride
With thiophosgene
127099-85-8, 780722-26-1

N-Cyanoguanidine

A

2114-02-5

amidinothiocarbamide

B

541-53-7

2,4-Dithiobiuret

Conditions
ConditionsYield
With water at 75℃; dann auf 65-70grad unter Durchleiten eines schwachen H2S-Stroms;
2114-02-5

amidinothiocarbamide

Conditions
ConditionsYield
With ammonium hydroxide; hydrogen sulfide

C2H5ClN4*ClH

2114-02-5

amidinothiocarbamide

Conditions
ConditionsYield
With sodium thiosulfate at 0 - 20℃; Yield given;
10026-13-8, 874483-75-7

phosphorus pentachloride

17356-08-0

thiourea

2114-02-5

amidinothiocarbamide

Conditions
ConditionsYield
at 100℃;
127099-85-8, 780722-26-1

N-Cyanoguanidine

ammonium sulfide

ammonium sulfide

A

2114-02-5

amidinothiocarbamide

B

1147550-11-5

ammonium thiocyanate

C

17356-08-0

thiourea

Amidinothiourea Specification

The Amidinothiourea, with the CAS registry number 2114-02-5 and EINECS registry number 218-308-0, has the systematic name of 1-(diaminomethylidene)thiourea. And the molecular formula of this chemical is C2H6N4S. It is a kind of white to off-white crystals or crystalline powder, and belongs to the product categories of Pharmaceutical Intermediates and Famotidine. What's more, it may protect against hypoxic damage, and proposed for treatment of shock due to trauma or blood loss. And it is also stimulates paretic gastrointestinal system.

The physical properties of Amidinothiourea are as following: (1)ACD/LogP: -1.28; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -1.5; (4)ACD/LogD (pH 7.4): -1.29; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 2.88; (8)ACD/KOC (pH 7.4): 4.73; (9)#H bond acceptors: 4; (10)#H bond donors: 6; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 54.17 Å2; (13)Index of Refraction: 1.756; (14)Molar Refractivity: 27.88 cm3; (15)Molar Volume: 67.9 cm3; (16)Polarizability: 11.05×10-24cm3; (17)Surface Tension: 77.2 dyne/cm; (18)Density: 1.73 g/cm3; (19)Flash Point: 141.6 °C; (20)Enthalpy of Vaporization: 55.13 kJ/mol; (21)Boiling Point: 310.5 °C at 760 mmHg; (22)Vapour Pressure: 0.000599 mmHg at 25°C.

Preparation and uses of Amidinothiourea: It can be prepared by dicyandiamine, parabenzoquinone dioxime and sulfureted hydrogen. And it is often used as intermediate of drug famotidine.

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin, and it is also harmful by inhalation, in contact with skin and if swallowed. Therefore, you had better take the following instructions: Wear suitable gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer); Avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: InChI=1/C2H6N4S/c3-1(4)6-2(5)7/h(H6,3,4,5,6,7)
(2)InChI: InChI=1/C2H6N4S/c3-1(4)6-2(5)7/h(H6,3,4,5,6,7)
(3)InChIKey: OKGXJRGLYVRVNE-UHFFFAOYAH

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1440mg/kg (1440mg/kg)   Pharmaceutical Chemistry Journal Vol. 30, Pg. 181, 1996.
rat LD oral > 500mg/kg (500mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 46, 1953.

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