2-Mercapto-1-methylimidazole
2-Mercapto-1-methylimidazole
CAS: 60-56-0
Molecular Formula: C4H6N2S
2-Mercapto-1-methylimidazole - Names and Identifiers
| Name | 2-Mercapto-1-methylimidazole |
| Synonyms | Thiamazol thiamazole METHIMAZOL METHIAZOLE METHIMAZOLE Methimazole Methiamazole LABOTEST-BB LT00033517 methimazole crystalline 1-methylimidazole-2-thiol 1-methyl-imidazole-2-thio 1-metylo2merkaptoimidazolem 2-Mercapto-1-methylimidazole 1-methyl-2-mercapto-imidazol 1-Metylo 2 merkaptoimidazolem |
| CAS | 60-56-0 |
| EINECS | 200-482-4 |
| InChI | InChI=1/C4H6N2S/c1-6-3-2-5-4(6)7/h2-3H,1H3,(H,5,7) |
2-Mercapto-1-methylimidazole - Physico-chemical Properties
| Molecular Formula | C4H6N2S |
| Molar Mass | 114.17 |
| Density | 1.176 (estimate) |
| Melting Point | 144-147 °C (lit.) |
| Boling Point | 280 °C |
| Flash Point | 280°C |
| Water Solubility | soluble |
| Solubility | Water soluble soluble. Soluble in water, soluble in ethanol and chloroform, slightly soluble in ether, petroleum ether and benzene. |
| Appearance | Leaf-like crystal |
| Color | White to slightly cream or pale buff |
| Merck | 14,5971 |
| BRN | 108646 |
| pKa | 12.37±0.50(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.5000 (estimate) |
| MDL | MFCD00179321 |
| Physical and Chemical Properties | Leaf Flake Crystal (ethanol), melting point 146-148 ℃, boiling point 280 ℃ (decomposition), soluble in water, soluble in ethanol, chloroform, slightly soluble in ether, benzene. |
| Use | For antithyroid drugs |
2-Mercapto-1-methylimidazole - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R43 - May cause sensitization by skin contact R62 - Possible risk of impaired fertility R63 - Possible risk of harm to the unborn child R22 - Harmful if swallowed |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S27 - Take off immediately all contaminated clothing. S36 - Wear suitable protective clothing. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37 - Wear suitable protective clothing and gloves. |
| WGK Germany | 3 |
| RTECS | NI8615000 |
| TSCA | Yes |
| HS Code | 29332990 |
2-Mercapto-1-methylimidazole - Reference
| Reference Show more | Evaluation of four kidney-yang deficiency models [J]. Jilin TCM 2019 039(004):508-511. |
2-Mercapto-1-methylimidazole - Standard
Authoritative Data Verified Data
This product is 1-methylimidazol-2-thiol. The content of C4H6N2S shall not be less than 98.5% calculated as dried product.
Last Update：2024-01-02 23:10:35
2-Mercapto-1-methylimidazole - Trait
Authoritative Data Verified Data
- This product is white to light yellow crystalline powder; Slightly odor.
- This product is soluble in water, ethanol or chloroform, and slightly soluble in ether.
melting point
The melting point of this product (General 0612) is 144~147°C.
Last Update：2022-01-01 11:38:35
2-Mercapto-1-methylimidazole - Differential diagnosis
Authoritative Data Verified Data
- take about 2mg of this product, add 1ml of water to dissolve, add 1ml of sodium hydroxide test solution, shake well, add 3 drops of sodium nitrosoferricyanide test solution, that is yellow; After a few minutes, turn to yellow-green or Green; Add 1ml of acetic acid to blue.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 117).
Last Update：2022-01-01 11:38:35
2-Mercapto-1-methylimidazole - Exam
Authoritative Data Verified Data
acidity
take 0.50g of this product, add 25ml of water to dissolve, and measure according to law (General rule 0631). The pH value should be 5.0~7.0.
Related substances
take this product, add ethyl acetate to dissolve and dilute to make a solution containing lOmg per lml, as a test solution; Take an appropriate amount of precision, solutions containing 200UG, 100ug, 50UG and 10ug per 1 ml were prepared by dilution with ethyl acetate as Control Solutions (1)(2), (3) and (4), respectively. According to the thin layer chromatography (General 0502) test, absorb the above five solutions of 20 u1, respectively, on the same silica gel G thin layer plate, with toluene-isopropanol-concentrated ammonia solution (70:29:1) for the development of the agent, expand, dry, spray with potassium iodoplatinic acid solution (take 0.30g chloroplatinic acid, add water 97ml to dissolve, before use, add potassium iodide solution 3.5, that is) the color was allowed to develop. Test solution such as impurity spots, compared with the main spots of the control solution (1), (2), (3) and (4), the total amount of impurities should not exceed 0%.
residual solvent
take about 1.0g of this product, precision weighing, set in the top empty bottle, precision add water 5ml to dissolve, seal, as a test solution; Precision weighing the appropriate amount of benzene, A solution containing about 0.4ug per 1 ml was prepared by quantitative dilution with water, and 5ml was accurately weighed, placed in a headspace bottle, and sealed as a reference solution. According to the determination method of residual solvent (General 0861 second method), 6% cyanopropylphenyl-94% dimethyl polysiloxane (or polar similar) is used as the stationary liquid; The initial temperature is 70 C, and the maintenance time is 8 minutes, the temperature was increased by 200°C at a rate of 30°C per minute for 3 minutes; The inlet temperature was 220°C; The detector temperature was 250°C; The headspace bottle equilibrium temperature was 85°C, and the equilibrium time was 30 minutes. The test solution and the reference solution are injected in the headspace respectively, the chromatogram is recorded, and the peak area is calculated according to the external standard method, and the residual amount of benzene shall be in accordance with the regulations.
loss on drying
take this product, dry to constant weight at 105°C, weight loss shall not exceed 0.5% (General rule 0831).
ignition residue
take l.Og of this product and check it according to law (General rule 0841). The residue left shall not exceed 0.1%.
Heavy metals
The residue left under the item of taking the ignition residue shall not contain more than 10 parts per million of heavy metal when examined by law (General Principles 0821, Law II).
Last Update：2022-01-01 11:38:36
2-Mercapto-1-methylimidazole - Content determination
Authoritative Data Verified Data
take this product about 0.lg, precision weighing, add water 35ml dissolved, first self-titration tube with sodium hydroxide titration solution (0.1 mol/L )4ml, after shaking, add O dropwise. 1 mol/L silver nitrate solution 15ml, with the addition of shaking, plus bromine grinding vanillyl phenol blue indicator solution 0.5, continue to use sodium hydroxide titration solution (0.lmol/L) titration solution to blue-green, every 1 ml of sodium hydroxide titration solution (O. 1 mol/L) equivalent to 11.42mg of C4H6N2S.
Last Update：2022-01-01 11:38:37
2-Mercapto-1-methylimidazole - Category
Authoritative Data Verified Data
antithyroid drugs.
Last Update：2022-01-01 11:38:37
2-Mercapto-1-methylimidazole - Storage
Authoritative Data Verified Data
sealed storage.
Last Update：2022-01-01 11:38:37
2-Mercapto-1-methylimidazole - Thyrozol (Thiamazole Tablets)
Authoritative Data Verified Data
This product contains methimazole (C4H6N2S) should be 94.0% to 106.0% of the label.
trait
This product is white tablet.
identification
- Take 2 tablets of this product, grind, heat ethanol 10ml, grind for 10 minutes, filter, the filtrate is evaporated to dryness on a water bath, and the residue is tested according to item (1) of identification under the item of methimazole, the same reaction was shown.
- the sample solution under the content uniformity was taken and measured by ultraviolet-visible spectrophotometry (General rule 0401), and there was a maximum absorption at a wavelength of 252mn.
examination
- Content uniformity: Take 1 tablet of this product, grind it finely, put it in a 100ml measuring flask, add 50ml of water, shake it for 30 minutes to dissolve methimazole, dilute it to the scale with water, shake it well, filter it, take 5ml of continuous filtrate, put it in a 50ml measuring flask, dilute it to scale with water, shake it well, and use it as a test solution. Take about 25mg of methimazole reference, weigh it precisely, water was added to dissolve and quantitatively diluted to prepare a solution containing about 5ug per 1 ml as a control solution. Take the above two solutions, according to UV-visible spectrophotometry (General rule 0401), at the wavelength of 252nm absorbance, and calculate the content of each piece, should comply with the provisions (General rule 0941).
- others shall be in accordance with the relevant provisions under the item of tablets (General rule 0101).
Content determination
take 50 tablets of this product, precision weighing, fine grinding, precision weighing an appropriate amount (equivalent to methimazole 0.12g), put it in a 100ml measuring flask, add water 80ml, shake for 30 minutes to dissolve methimazole, dilute to the scale with water, shake, filter, and precisely take 50ml of continued filtrate, since "sodium hydroxide titration solution was added to the burette", the determination was carried out according to law. Each 1 ml of sodium hydroxide titration solution (0.1 mol /L) corresponds to 11.42mg of C4H6N2S.
category
Same as methimazole.
specification
5mg
storage
sealed storage.
Last Update：2022-01-01 11:38:38
2-Mercapto-1-methylimidazole - Methimazole enteric-coated tablets
Authoritative Data Verified Data
This product contains methimazole (C4H6N2S) should be 90.0% to 110.0% of the label.
trait
This product is an enteric-coated tablet, White after removing the coating.
identification
- Take 2 tablets of this product, grind, heat ethanol 20ml, grind for 10 minutes, filter; The filtrate is dried on a water bath, the residue is dissolved by water 20ml, filtered, take 1ml of filtrate, the same reaction was shown in the identification (1) Test under methimazole.
- the sample solution under the content measurement item was taken and measured by ultraviolet-visible spectrophotometry (General rule 0401), and there was a maximum absorption at a wavelength of Nm.
examination
- Content uniformity: Take 1 tablet of this product, grind it finely, transfer it to 100ml measuring flask with water, sonicate it to dissolve methimazole, dilute it to scale with water, shake it well and filter it, 5ml of continued filtrate was accurately measured, and the filtrate was placed in a 100ml measuring flask, diluted with water to scale, and then shaken to be used as a test solution, water was added to dissolve and quantitatively diluted to prepare a solution containing about 5ug per 1 ml as a control solution. Take the above two solutions, according to UV-visible spectrophotometry (General rule 0401), at the wavelength of 252mn absorbance measurement, and calculate the content of each piece, should comply with the provisions (General rule 0941).
- dissolution of this product, according to the dissolution and release determination method (General rule 0931 first method 2) determination, with 0.100 ml of 1 mol/L hydrochloric acid solution was used as dissolution medium, and the rotation speed was revolutions per minute, the test piece shall not be cracked or disintegrated; Then the basket shall be immersed in 1000ml dissolution medium of human phosphate buffer (pH 6.8), and the rotating speed shall not change, take the solution and filter, take the filtrate of 5ml, put it in a 10ml measuring flask, dilute it to the scale with water, shake it well, according to UV-visible spectrophotometry (General 0401), the absorbance was measured at a wavelength of 252nm; An appropriate amount of methimazole reference substance was taken, accurately weighed, dissolved and quantitatively diluted with water to prepare a solution containing about 5ug per lml, and determined by the same method. The dissolution amount of each tablet was calculated. The limit is 70% of the labeled amount and shall be in accordance with the provisions.
- others shall be in accordance with the relevant provisions under the item of tablets (General rule 0101).
containing the most measured
Take 20 tablets of this product, precision weighing, fine grinding, precision weighing an appropriate amount (about 50mg equivalent to methimazole), put it in a 250mf measuring flask, add 200ml of water, ultrasonic to dissolve methimazole, dilute to the scale with water, shake, filter, discard the initial filtrate, take a precise amount of continuous filtrate 5ml, put in a 200ml measuring flask, dilute to the scale with water, shake, as a test solution; an appropriate amount of methimazole reference substance was added for precise weighing, water was added for dissolution and quantitative dilution to prepare a solution containing about 1 ml of methimazole as a reference solution. The above two solutions were taken and the absorbance was measured at a wavelength of 0401 NM according to ultraviolet-visible spectrophotometry (general), and calculated.
category
antithyroid drugs.
specification
1Omg
storage
sealed and stored in a cool place.
Last Update：2022-01-01 11:38:39
2-Mercapto-1-methylimidazole - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| (IARC) carcinogen classification | 3 (Vol. 79) 2001 |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| imidazole antithyroid drug | methimazole is an imidazole antithyroid drug, commercial products on the market commonly known as methimazole, methimazole, thiothiazole, mainly for the treatment of hyperthyroidism, by inhibiting the peroxidase system, blocking thyroxine (T4) and triiodothyronine (T3) the synthesis, animal experiments have been observed to inhibit the synthesis of antibodies by B lymphocytes, reduce the level of thyroid stimulating antibodies in the blood circulation, so that the function of inhibitory T cells returns to normal, and is suitable for hyperthyroidism caused by various factors. As with various other drugs (propylthiouracil), there are some adverse reactions during taking. Including blood system adverse reactions, mainly for agranulocytosis, blood stasis or disorder, thrombocytopenia, prothrombin reduction or factor VII reduction; Long-term medication may also lead to liver damage, it is characterized by cholestatic jaundice and toxic hepatitis; Other skin reactions such as hair loss, skin itching, drug eruption, dermatitis, lupus erythematosus, and other rare adverse reactions. In addition, methimazole can also prolong the prothrombin time, and make the serum alkaline phosphatase, aspartate aminotransferase (AST) and alanine aminotransferase (ALT) increased and cause blood bilirubin and blood lactate dehydrogenase increased. So the patient in the medication period to periodic blood test, detection of liver function and peripheral white blood cell count. |
| biological activity | Methimazole (Tapazole, Thiamazole) is an antithyroid drug. |
| Target | Value |
| Use | intermediate of hyperthyroidism. antithyroid drug |
| production method | is prepared by reacting aminoacetaldehyde diethanol acetal with methyl isothiocyanate. It can also be obtained from the reaction of thiocyanate with N-substituted aminoacetals. It can also be obtained from the reaction of thiocyanate with N-substituted aminoacetals. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:54:55
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View History
2-Mercapto-1-methylimidazole
N-甲氧基-N-甲基-3-糠酰胺
(S)-1-BOC-3-AMINOPIPERIDINE HYDROCHLORIDE
Methyl 1-aminocyclopropanecarboxylate
(trimethylsilyl)-aceticaci
TIMTEC-BB SBB008980
p-Diacetylbenzene
N-甲氧基-N-甲基-3-糠酰胺
(S)-1-BOC-3-AMINOPIPERIDINE HYDROCHLORIDE
Methyl 1-aminocyclopropanecarboxylate
(trimethylsilyl)-aceticaci
TIMTEC-BB SBB008980
p-Diacetylbenzene