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563-41-7

Basic Information
CAS No.: 563-41-7
Name: Semicarbazide hydrochloride
Article Data: 15
Cas Database
Molecular Structure:
Molecular Structure of 563-41-7 (Semicarbazide hydrochloride)
Formula: CH5N3O.HCl
Molecular Weight: 111.531
Synonyms: Hydrazinecarboxamide,monohydrochloride (9CI);Semicarbazide, monohydrochloride (8CI);Aminoureahydrochloride;Hydrazinecarboxamide, hydrochloride;Semicarbazide chloride;
EINECS: 209-247-0
Density: 1.286g/cm3
Melting Point: 175-177 °C (dec.)(lit.)
Boiling Point: 235.3 °C at 760 mmHg
Flash Point: 96.1 °C
Solubility: 100 g/L (15 °C) in water
Appearance: White solid
Hazard Symbols: HarmfulXn, ToxicT
Risk Codes: 22-40-36/38-25-45-23/24/25
Safety: 24/25-22-45-53
Transport Information: UN 2811 6.1/PG 3
PSA: 81.14000
LogP: 1.12190
Synthetic route
1574-10-3

benzaldehyde semicarbazone

563-41-7

semicarbazide hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; water
7647-01-0

hydrogenchloride

39130-96-6

thiazolidine-2,4-dione-2-semicarbazone

A

2295-31-0

2,4-thiazolidinedion

B

563-41-7

semicarbazide hydrochloride

7647-01-0

hydrogenchloride

2,6-dimethyl-6-semicarbazido-hept-2-en-4-one semicarbazone

A

504-20-1

phorone

B

563-41-7

semicarbazide hydrochloride

7647-01-0

hydrogenchloride

10153-17-0

2-carbamothioyl-N-phenylhydrazine carboxamide

A

603-54-3

N,N-diphenylurea

B

563-41-7

semicarbazide hydrochloride

C

2-imino-1.3.4-thiodiazolone-(5)

2-imino-1.3.4-thiodiazolone-(5)

590-28-3

potassium cyanate

hydrazine sulfate

hydrazine sulfate

563-41-7

semicarbazide hydrochloride

Conditions
ConditionsYield
With water; sodium carbonate at 50 - 60℃; in mehreren Stufen;
745076-15-7

C17H17N3O2S

A

10424-68-7

1,1'-(sulfonylbis(4,1-phenylene))bis(ethan-1-one)

B

563-41-7

semicarbazide hydrochloride

Conditions
ConditionsYield
With dihydrogen peroxide; acetic acid at 20℃; for 168h;
745076-14-6

C18H20N6O2S

A

10424-68-7

1,1'-(sulfonylbis(4,1-phenylene))bis(ethan-1-one)

B

563-41-7

semicarbazide hydrochloride

Conditions
ConditionsYield
With dihydrogen peroxide; acetic acid at 20℃; for 168h;
745076-16-8

C18H20N6OS2

A

10424-68-7

1,1'-(sulfonylbis(4,1-phenylene))bis(ethan-1-one)

B

563-41-7

semicarbazide hydrochloride

C

79-19-6

thiosemicarbazide

Conditions
ConditionsYield
With dihydrogen peroxide; acetic acid at 20℃; for 168h;
38132-39-7

methyl benzoylformate semicarbazone

A

15206-55-0

methyl 2-oxo-2-phenylacetate

B

563-41-7

semicarbazide hydrochloride

Conditions
ConditionsYield
In water at 30℃; pH=5.00; Equilibrium constant;
590-28-3

potassium cyanate

10034-93-2

hydrazinium sulfate

563-41-7

semicarbazide hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; sodium carbonate; acetone In water byproducts: hydrazodicarbonamide; addn. of aq. KOCN to warm (50-60°C) aq. soln. of hydrazine sulfate and Na2CO3; mixt. allowed to stand for 1 d; filtration of hydrazodicarbonamide; addn. of acetone; acetone semicarbazone extd. with ethanol and heated with concd. HCl;
With Na2CO3; benzaldehyde; HCl In water addn. of aq. KOCN to a warm (50-60°C) aq. soln. of hydrazine sulfate and Na2CO3; allow to stand for 1 d; addn. of benzaldehyde; benzaldehyde semicarbazone heated with concd. HCl; extn. of free benzaldehyde with benzene or toluene;
With Na2CO3; acetone; HCl In water
With Na2CO3; benzaldehyde; HCl In water
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Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 12 ,1976,p. 209.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory. EPA Extremely Hazardous Substances List.

Specification

The IUPAC name of Semicarbazide hydrochloride is aminourea hydrochloride. With the CAS registry number 563-41-7, it is also named as Carbamylhydrazine hydrochloride. The product's categories are bases & related reagents; inhibitors; nucleotides. It is white solid which is soluble in water, soluble in ethanol and ether. In addition, this chemical should be sealed in the container and placed in the cool and dry aera.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -2.75; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -2.75; (4)ACD/LogD (pH 7.4): -2.75; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 1; (12)Flash Point: 96.1 °C; (13)Enthalpy of Vaporization: 48.17 kJ/mol; (14)Boiling Point: 235.3 °C at 760 mmHg; (15)Vapour Pressure: 0.0407 mmHg at 25°C; (16)Tautomer Count: 3; (17)Exact Mass: 111.01994; (18)Topological Polar Surface Area: 81.1; (19)Heavy Atom Count: 6; (20)Complexity: 42.2.

Preparation of Semicarbazide hydrochloride: The condensation of hydrazine hydrate and urea to get semicarbazide solution which is acidified by hydrochloric acid. Then we can get the product after cold crystallization by water.

Uses of Semicarbazide hydrochloride: It is used as intermediate of medicine and pesticide, such as used in the production of nitrofurazone, nitrofurantoin drugs. And it is also used as analytical reagent and chromatography reagent. Additionlly, it can react with 3-methyl-butan-2-one to obtain 3-methyl-butan-2-one semicarbazone. This reaction needs reagent potassium acetate and water.

When you are using this chemical, please be cautious about it as the following:
It is toxic by inhalation, in contact with skin and if swallowed, so people should not breathe dust. And it is also irritating to eyes and skin, so people must avoid contact with skin and eyes. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) Avoid exposure - obtain special instructions before use.

People can use the following data to convert to the molecule structure.
1. SMILES:Cl.O=C(N)NN
2. InChI:InChI=1/CH5N3O.ClH/c2-1(5)4-3;/h3H2,(H3,2,4,5);1H 

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 145mg/kg (145mg/kg)   Farmakologiya i Toksikologiya Vol. 24, Pg. 623, 1961.
mouse LD50 oral 225mg/kg (225mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 686, 1960.
mouse LD50 subcutaneous 167mg/kg (167mg/kg)   Acta Biologica et Medica Germanica. Vol. 21, Pg. 635, 1968.
rabbit LDLo oral 400mg/kg (400mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

BEHAVIORAL: EXCITEMENT
Farmakologiya i Toksikologiya Vol. 24, Pg. 623, 1961.
 
rat LD intraperitoneal > 98mg/kg (98mg/kg) VASCULAR: STRICTIRA; CJAMGES OM VESSE;S Toxicology and Applied Pharmacology. Vol. 155, Pg. 237, 1999.
rat LDLo oral 10mg/kg (10mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 44, 1953.