Product Name

  • Name

    4-Methyl-5-imidazolemethanol hydrochloride

  • EINECS 254-021-7
  • CAS No. 38585-62-5
  • Article Data10
  • CAS DataBase
  • Density
  • Solubility
  • Melting Point 231-235 °C
  • Formula C5H9ClN2O
  • Boiling Point 389.1 °C at 760 mmHg
  • Molecular Weight 148.592
  • Flash Point 189.1 °C
  • Transport Information
  • Appearance off-white solid powder eyeballing
  • Safety 26-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 38585-62-5 (4-Methyl-5-imidazolemethanol hydrochloride)
  • Hazard Symbols IrritantXi
  • Synonyms 1H-Imidazole-4-methanol,5-methyl-, monohydrochloride (9CI);(4-Methyl-1H-imidazol-5-yl)methanol hydrochloride;4-(Hydroxymethyl)-5-methylimidazole hydrochloride;4-Methyl-1H-imidazole-5-methanol hydrochloride;5-methyl-1H-imidazol-4-yl)methanol;1H-Imidazole-5-methanol,4-methyl-, hydrochloride (1:1);
  • PSA 48.91000
  • LogP 1.01240

Synthetic route

diethyl ether
60-29-7

diethyl ether

Ethyl 5-Methyl-4-imidazolecarboxylate
51605-32-4

Ethyl 5-Methyl-4-imidazolecarboxylate

4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

Conditions
ConditionsYield
With ammonium chloride; sodium In methanol; ethanol; ammonia; water; isopropyl alcohol; acetone94%
1,4-dioxane
123-91-1

1,4-dioxane

potassium 5-methylimidazole-4-carboxylate

potassium 5-methylimidazole-4-carboxylate

4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

Conditions
ConditionsYield
With potassium hydroxide; formaldehyd72%
1,4-dioxane
123-91-1

1,4-dioxane

5-methylimidazole-4-carboxylic acid sodium salt

5-methylimidazole-4-carboxylic acid sodium salt

4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; formaldehyd In ethanol63%
Ethyl 5-Methyl-4-imidazolecarboxylate
51605-32-4

Ethyl 5-Methyl-4-imidazolecarboxylate

4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

Conditions
ConditionsYield
In sulfuric acid
With ammonium chloride In nitrogen; ammonia; isopropyl alcohol
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

4-chloromethyl-5-methyl-imidazole hydrochloride
51605-33-5

4-chloromethyl-5-methyl-imidazole hydrochloride

Conditions
ConditionsYield
With thionyl chloride for 3.5h; Ambient temperature;100%
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

1,1-dimethyl-2-mercaptoethylamine hydrochloride
4146-00-3

1,1-dimethyl-2-mercaptoethylamine hydrochloride

1-<(5-Methylimidazol-4-yl)methylthio>-2-(2-methyl)propylamine-Dihydrobromid

1-<(5-Methylimidazol-4-yl)methylthio>-2-(2-methyl)propylamine-Dihydrobromid

Conditions
ConditionsYield
With hydrogen bromide for 6h; Heating;92%
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

(2R)-2-aminobutanethiol hydrochloride

(2R)-2-aminobutanethiol hydrochloride

(R)-1-<(5-Methylimidazol-4-yl)methylthio>-2-butyl-Dihydrobromid

(R)-1-<(5-Methylimidazol-4-yl)methylthio>-2-butyl-Dihydrobromid

Conditions
ConditionsYield
With hydrogen bromide for 6h; Heating;89%
2-(methylamino)ethanethiol
10061-40-2

2-(methylamino)ethanethiol

4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

Methyl-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-amine; hydrobromide
75613-66-0

Methyl-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-amine; hydrobromide

Conditions
ConditionsYield
With hydrogen bromide Heating;88%
captamine
108-02-1

captamine

4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

Dimethyl-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-amine; hydrobromide
75613-68-2

Dimethyl-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-amine; hydrobromide

Conditions
ConditionsYield
With hydrogen bromide Heating;83%
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

(2S)-2-aminopropane-1-thiol hydrochloride

(2S)-2-aminopropane-1-thiol hydrochloride

(S)-1-<(5-Methylimidazol-4-yl)methylthio>-2-propyl-Dihydrobromid

(S)-1-<(5-Methylimidazol-4-yl)methylthio>-2-propyl-Dihydrobromid

Conditions
ConditionsYield
With hydrogen bromide for 6h; Heating;82%
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

SOCl2

SOCl2

4-chloromethyl-5-methyl-imidazole hydrochloride
51605-33-5

4-chloromethyl-5-methyl-imidazole hydrochloride

Conditions
ConditionsYield
In ethanol 1.) reflux, 1 h, 2.) -5 to -10 deg C, 20 h;82%
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

1-(mercaptomethyl)propylammonium chloride

1-(mercaptomethyl)propylammonium chloride

rac-1-<(5-Methylimidazol-4-yl)methylthio>-2-butyl-Dihydrobromid

rac-1-<(5-Methylimidazol-4-yl)methylthio>-2-butyl-Dihydrobromid

Conditions
ConditionsYield
With hydrogen bromide for 6h; Heating;80%
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

(S)-2-Amino-butane-1-thiol; hydrochloride

(S)-2-Amino-butane-1-thiol; hydrochloride

(S)-1-<(5-Methylimidazol-4-yl)methylthio>-2-butyl-Dihydrobromid

(S)-1-<(5-Methylimidazol-4-yl)methylthio>-2-butyl-Dihydrobromid

Conditions
ConditionsYield
With hydrogen bromide for 6h; Heating;80%
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

mercaptoacetic acid
68-11-1

mercaptoacetic acid

[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]acetic acid
112528-37-7

[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]acetic acid

Conditions
ConditionsYield
In acetic acid for 24h; Heating;80%
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

(2R)-2-amino-1-propanethiol hydrochloride

(2R)-2-amino-1-propanethiol hydrochloride

(R)-1-<(5-Methylimidazol-4-yl)methylthio>-2-propyl-Dihydrobromid

(R)-1-<(5-Methylimidazol-4-yl)methylthio>-2-propyl-Dihydrobromid

Conditions
ConditionsYield
With hydrogen bromide for 6h; Heating;79%
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

mercaptoacetic acid
68-11-1

mercaptoacetic acid

2-<<(5-Methyl-4-imidazolyl)methyl>thio>acetic acid hydrochloride
112528-45-7

2-<<(5-Methyl-4-imidazolyl)methyl>thio>acetic acid hydrochloride

Conditions
ConditionsYield
at 126.9℃; for 12h;79%
1-amino-2-propanethiol hydrochloride
4146-16-1

1-amino-2-propanethiol hydrochloride

4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

2-<(5-Methylimidazol-4-yl)methylthio>-1-propylamine-Dihydrobromid

2-<(5-Methylimidazol-4-yl)methylthio>-1-propylamine-Dihydrobromid

Conditions
ConditionsYield
With hydrogen bromide for 6h; Heating;78%
homocysteamine hydrochloride
7211-54-3

homocysteamine hydrochloride

4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

3-<(5-Methylimidazol-4-yl)methylthio>-1-propylamine-Dihydrobromid

3-<(5-Methylimidazol-4-yl)methylthio>-1-propylamine-Dihydrobromid

Conditions
ConditionsYield
With hydrogen bromide for 6h; Heating;78%
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

trityl chloride
76-83-5

trityl chloride

4-Hydroxymethyl-5-methyl-1-(triphenylmethyl)imidazole
106147-84-6

4-Hydroxymethyl-5-methyl-1-(triphenylmethyl)imidazole

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 0℃; for 3h;73%
2-Ethylamino-ethylmercatan
5977-97-9

2-Ethylamino-ethylmercatan

4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

Ethyl-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-amine; hydrobromide
75637-20-6

Ethyl-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-amine; hydrobromide

Conditions
ConditionsYield
With hydrogen bromide Heating;70%
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

Cysteamine
60-23-1

Cysteamine

2-<(5-Methyl-4-imidazolyl)-methylthio>-ethylamin-dihydrobromid
38603-73-5

2-<(5-Methyl-4-imidazolyl)-methylthio>-ethylamin-dihydrobromid

Conditions
ConditionsYield
With hydrogen bromide Heating;68%
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

ethyl 2-sulfanylacetate
623-51-8

ethyl 2-sulfanylacetate

(5-Methyl-1H-imidazol-4-ylmethylsulfanyl)-acetic acid ethyl ester

(5-Methyl-1H-imidazol-4-ylmethylsulfanyl)-acetic acid ethyl ester

Conditions
ConditionsYield
In acetic acid for 24h; Heating;67%
2-cyclohexylamino-ethanethiol
5977-96-8

2-cyclohexylamino-ethanethiol

4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

Cyclohexyl-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-amine; hydrobromide
75613-67-1

Cyclohexyl-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-amine; hydrobromide

Conditions
ConditionsYield
With hydrogen bromide Heating;66%
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

6-fluoro-2,3,4,5-tetrahydro-5-methyl-1H-pyrido<4,3-b>indol-1-<14C>-one

6-fluoro-2,3,4,5-tetrahydro-5-methyl-1H-pyrido<4,3-b>indol-1-<14C>-one

6-fluoro-2,3,4,5-tetrahydro-5-methyl-2-<5-methyl-1H-imidazol-4-yl>methyl-1H-pyrido<4,3-b>-indol-1-<14C>-one

6-fluoro-2,3,4,5-tetrahydro-5-methyl-2-<5-methyl-1H-imidazol-4-yl>methyl-1H-pyrido<4,3-b>-indol-1-<14C>-one

Conditions
ConditionsYield
With methanesulfonic acid In various solvent(s) at 125℃; for 11h;66%
2-mercapto-1-methylethylamine hydrochloride
4145-98-6

2-mercapto-1-methylethylamine hydrochloride

4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

rac-1-<(5-Methylimidazol-4-yl)methylthio>-2-propyl-Dihydrobromid

rac-1-<(5-Methylimidazol-4-yl)methylthio>-2-propyl-Dihydrobromid

Conditions
ConditionsYield
With hydrogen bromide for 6h; Heating;65%
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

3-mercaptopropionic acid
107-96-0

3-mercaptopropionic acid

3-(5-Methyl-1H-imidazol-4-ylmethylsulfanyl)-propionic acid
112528-38-8

3-(5-Methyl-1H-imidazol-4-ylmethylsulfanyl)-propionic acid

Conditions
ConditionsYield
In acetic acid for 24h; Heating;54%
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

A

4-chloromethyl-5-methyl-1-(4-methylbenzenesulphonyl)-imidazole
155795-83-8

4-chloromethyl-5-methyl-1-(4-methylbenzenesulphonyl)-imidazole

B

3-tosyl-4-chloromethyl-5-methyl-imidazole

3-tosyl-4-chloromethyl-5-methyl-imidazole

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide Ambient temperature;A 42%
B n/a
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

(R)-1-Amino-propane-2-thiol; hydrochloride

(R)-1-Amino-propane-2-thiol; hydrochloride

(S)-2-<(5-Methylimidazol-4-yl)methylthio>-1-propyl-Dihydrobromid

(S)-2-<(5-Methylimidazol-4-yl)methylthio>-1-propyl-Dihydrobromid

Conditions
ConditionsYield
With hydrogen bromide for 6h; Heating;40%
4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

2,3,4,5-tetrahydro-5-methyl-1H-pyrido[4,3-b]indol-1-one
122852-75-9

2,3,4,5-tetrahydro-5-methyl-1H-pyrido[4,3-b]indol-1-one

alosetron
122852-42-0

alosetron

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 140℃; for 4h; Inert atmosphere;29%
Ethyl bromodifluoroacetate
667-27-6

Ethyl bromodifluoroacetate

4-hydroxymethyl-5-methylimidazole hydrochloride
38585-62-5

4-hydroxymethyl-5-methylimidazole hydrochloride

3,3-Difluoro-4-(5-methyl-1H-imidazol-4-yl)-4-oxo-butyric acid ethyl ester

3,3-Difluoro-4-(5-methyl-1H-imidazol-4-yl)-4-oxo-butyric acid ethyl ester

Conditions
ConditionsYield
With 1,4-dioxane; manganese(IV) oxide; phosphoric acid; trityl chloride; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc Yield given. Multistep reaction;

4-Methyl-5-imidazolemethanol hydrochloride Chemical Properties

IUPAC Name: (5-Methyl-1H-imidazol-4-yl)methanol hydrochloride 
Following is the structure of 1H-Imidazole-5-methanol,4-methyl-, hydrochloride (1:1) (CAS NO.38585-62-5):
                    
Empirical Formula: C5H9ClN2O
Molecular Weight: 148.5908 g/mol
EINECS: 254-021-7
Flash Point: 189.1 °C
Melting point: 231-235 ºC (dec.)
Enthalpy of Vaporization: 67.33 kJ/mol
Boiling Point: 389.1 °C at 760 mmHg
Vapour Pressure: 9.46E-07 mmHg at 25 °C
Product Categories of 1H-Imidazole-5-methanol,4-methyl-, hydrochloride (1:1) (CAS NO.38585-62-5): Heterocyclic Compounds; Building Blocks; Heterocyclic Building Blocks; Imidazoles
Appearance of 1H-Imidazole-5-methanol,4-methyl-, hydrochloride (1:1) (CAS NO.38585-62-5): Very slightly beige granules
Canonical SMILES: CC1=C(N=CN1)CO.Cl
InChI: InChI=1S/C5H8N2O.ClH/c1-4-5(2-8)7-3-6-4;/h3,8H,2H2,1H3,(H,6,7);1H
InChIKey: UBHDUFNPQJWPRQ-UHFFFAOYSA-N

4-Methyl-5-imidazolemethanol hydrochloride Toxicity Data With Reference

 1H-Imidazole-5-methanol,4-methyl-, hydrochloride (1:1) (CAS NO.38585-62-5) hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. And the toxicological properties have not been fully investigated.

4-Methyl-5-imidazolemethanol hydrochloride Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3

4-Methyl-5-imidazolemethanol hydrochloride Specification

 1H-Imidazole-5-methanol,4-methyl-, hydrochloride (1:1) , its cas register number is 38585-62-5. It also can be called 4-Methylimidazol-5-ylmethanolhydrochloride ; and 5-Methyl-4-hydroxymethylimidazole hydrochloride .
 1H-Imidazole-5-methanol,4-methyl-, hydrochloride (1:1) (CAS NO.38585-62-5) is hazardous, so the first aid measures and others should be known. Such as: When on the skin: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid. While, it's inhaled: Remove from exposure and move to fresh air immediately. And as soon as to get medical aid. Then you have the ingesting of the product : Wash mouth out with water, and get medical aid immediately.
 1H-Imidazole-5-methanol,4-methyl-, hydrochloride (1:1) (CAS NO.38585-62-5) could be stable under normal temperatures and pressures. It should avoid the condition like incompatible materials, strong oxidants, exposure to moist air or water. It is not compatible with strong oxidizing agents. And also prevent it to broken down into hazardous decomposition products: hydrogen chloride, nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen. However, its hazardous polymerization has not been reported. In addition, it should be stored in a cool, dry place, or stored in a tightly closed container. 

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