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1124-11-4

1124-11-4 Structure

1124-11-4 Structure
IdentificationMore
[Name]

Tetramethylpyrazine
[CAS]

1124-11-4
[Synonyms]

2,3,5,6-TETRAMETHYL-1,4-PYRAZINE
2,3,5,6-TETRAMETHYLPYRAZINE
2,3,5,6-TETRAMETHYLPYRAZINES
FEMA 3237
FEMA NUMBER 3237
TETRAMETHYLPYRAZINE
TETRAPYRAZINE
BS Factor
Ligustrazine
Pyrazine,tetramethyl-
Tetramethylpyrazin
tetramethyl-pyrazin
2 3 5 6-TETRAMETHYLPYRAZINE 98+%
Ligustrazine(tetramethylprazine)
Ligustrazine(tetramethylpyrazine)
2,3,5,6-TETRAMETHYLPYRAZINE WITH GC
2,3,5,6-TETRAMETHYL PYRAZINE, NATURAL
2,3,5,6-TETRAMETHYLPYRAZINE, SYNTHETIC
2,3,5,6-Tetramethylpyrazine,Ligustrazine
[EINECS(EC#)]

214-391-2
[Molecular Formula]

C8H12N2
[MDL Number]

MFCD00006146
[Molecular Weight]

136.19
[MOL File]

1124-11-4.mol
Chemical PropertiesBack Directory
[Appearance]

white crystals or powder
[mp ]

77-80 °C(lit.)
[bp ]

190 °C(lit.)
[density ]

1.08
[FEMA ]

3237
[Fp ]

128-130°C/200mm
[Stability:]

Stable. Incompatible with strong acids, strong oxidizing agents.
[BRN ]

113100
[CAS DataBase Reference]

1124-11-4(CAS DataBase Reference)
[NIST Chemistry Reference]

Pyrazine, tetramethyl-(1124-11-4)
[EPA Substance Registry System]

1124-11-4(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection .
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[RTECS ]

UQ3905000
[HS Code ]

29339990
[Safety Profile]

Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx.
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium nitrite-->2,3-Butanedione-->Acetylacetone-->1,4-DIAMINOBUTANE-->Ethyl nitrite-->2-Methylpyrazine
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Tetramethylpyrazine(1124-11-4).msds
Questions And AnswerBack Directory
[Description]

Tetramethylpyrazine (TMP) is a kind of alkaloids identified in Ligusticum wallichii FRANCH. It has various kinds of medical applications. It has long been used in China for the treatment of cardiovascular problems. It also has antiinflammatory and analgesic effect. It can be used for the treatment of diabetic peripheral neuropathy. Through effectively penetrating across the blood-brain barrier, it can exert its neuroprotection function which is useful for the treatment of ischemic brain injury. Moreover, it can eliminate superoxide anion and decreases nitric oxide production in human polymorphonuclear leukocytes.
[Chemical Characteristic]

White crystal or powder. With aroma of beef and heated lard and fermented soybean flavor. It smells chocolate flavor when diluted to 20mg/kg. Boiling point is 190℃. Melting point is between 84 and 86℃. Soluble in ethanol, most non-volatile oils and propylene glycol, slightly soluble in water.
Natural products exist in guava, roast beef, cocoa, coffee, shrimp and so on.
[Uses]

  • Permissible edible flavors, mainly used to prepare meat, cocoa, peanut, nut, coffee, chocolate flavor and so on;
  • For medicine production;
  • Used as flavoring agents, sweeteners for alcoholic beverages, flavor and enriching supplement for cigarettes.
[Preparation]

  • Butanedione monoxime generated by butanone and ethyl nitrite condensation is reduced and cyclized to produce methylpyrazine. The cyclization reaction product is subjected to steam distillation and the distillate is cooled,crystallized and filtered to generate crude tetramethylpyrazine which is refined with water recrystallization and activated carbon to decolor. Ethanol solution with 15% to 20% hydrogen chloride can be added into acetone to prepare hydrochloride salt.
  • Condensed by 2,3-butanedione and 2,3-butanediamine.
[References]

TH Tsai, CC Liang. International Journal of Pharmaceutics, 216. 1-2 (2001)
WU, Zhi-youg, et al. Chinese Journal of Experimental Traditional Medical Formulae 14 (2012): 085.
Ozaki, Yukihiro. Chemical and pharmaceutical bulletin 40.4 (1992): 954-956.
Kao, Tsung-Kuei, et al. Neurochemistry international 48.3 (2006): 166-176.
Zhang, Zhaohui, et al. Life sciences 72.22 (2003): 2465-2472.
Spectrum DetailBack Directory
[Spectrum Detail]

Tetramethylpyrazine(1124-11-4)MS
Tetramethylpyrazine(1124-11-4)IR2
Tetramethylpyrazine(1124-11-4)13CNMR
Tetramethylpyrazine(1124-11-4)IR1
Tetramethylpyrazine(1124-11-4)ESR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Tetramethylpyrazine, 98%(1124-11-4)
[Alfa Aesar]

2,3,5,6-Tetramethylpyrazine, 98+%(1124-11-4)
[Sigma Aldrich]

1124-11-4(sigmaaldrich)
[TCI AMERICA]

2,3,5,6-Tetramethylpyrazine,>98.0%(GC)(T)(1124-11-4)
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