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305-84-0

Basic Information
CAS No.: 305-84-0
Name: L-Carnosine
Article Data: 29
Molecular Structure:
Molecular Structure of 305-84-0 (L-Carnosine)
Formula: C9H14N4O3
Molecular Weight: 226.235
Synonyms: beta-Alanyl-L-histidine;L-Carnosine 99% min.;N-2-M;L-Carnosinc;β-Alanyl-L-histidine;L-Carnosine Acetate;Karnozin;2-(3-aminopropanoylamino)-3-(3H-imidazol-4-yl)propanoic acid;L-Histidine, N-.beta.-alanyl-;Nalpha-(beta-alanyl)-L-histidine;(2S)-2-(3-aminopropanoylamino)-3-(3H-imidazol-4-yl)propanoic acid;.beta.-Alanyl-L-histidine;Ignotine;
EINECS: 206-169-9
Density: 1.41 g/cm3
Melting Point: 253 °C (dec.)(lit.)
Boiling Point: 511.7 °C at 760 mmHg
Flash Point: 263.3 °C
Solubility: almost transparency
Appearance: crystalline
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22-36/37/38
Safety: 24/25-36-26
PSA: 121.10000
LogP: -0.03840
Synthetic route
3303-84-2

3-(tert-butyloxycarbonylamino)propionic acid

N-9-fluorenylmethyloxycarbonyl-N-trityl-L-histidine

305-84-0

carnosine

Conditions
ConditionsYield
Stage #1: N-9-fluorenylmethyloxycarbonyl-N-trityl-L-histidine With trityl chloride polystyrene resin; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide for 0.5h; trityl chloride resin;
Stage #2: With piperazine In dichloromethane; N,N-dimethyl-formamide for 1h; trityl chloride resin; Inert atmosphere;
Stage #3: 3-(tert-butyloxycarbonylamino)propionic acid Further stages;
90%
64017-81-8

3-aminopropanamide hydrochloride

71-00-1

L-histidine

305-84-0

carnosine

Conditions
ConditionsYield
With recombinant β-aminopeptidase BapA from Sphingosinicella xenopeptidilytica 3-2W4 at 37℃; pH=10; Kinetics; Reagent/catalyst; pH-value; aq. buffer; Enzymatic reaction;53%
64017-81-8

3-aminopropanamide hydrochloride

7389-87-9

L-histidine methyl ester dihydrochloride

A

2140-53-6

3-(3-Amino-propionylamino)-propionic acid

B

1246364-63-5

H-(β-Ala)3-NH2

C

1246364-64-6

H-β-Ala-β-Ala-L-His-OH

D

H-β-Ala-β-Ala-NH2

E

305-84-0

carnosine

Conditions
ConditionsYield
With recombinant β-aminopeptidase DmpA from Ochrobactrum anthropi LMG7991 at 37℃; for 2h; pH=10; aq. buffer; Enzymatic reaction;
111196-17-9

β-alanine p-nitroanilide hydrobromide

71-00-1

L-histidine

305-84-0

carnosine

Conditions
ConditionsYield
With recombinant β-aminopeptidase BapA from Sphingosinicella xenopeptidilytica 3-2W4 at 37℃; pH=10; Kinetics; Reagent/catalyst; pH-value; aq. buffer; Enzymatic reaction;

L-carnosine methyl ester

305-84-0

carnosine

Conditions
ConditionsYield
With water; sodium hydroxide at 95℃; for 0.116667h; pH=12; aq. buffer;

Smoc-β-alanine

71-00-1

L-histidine

305-84-0

carnosine

Conditions
ConditionsYield
With 1-hydroxy-pyrrolidine-2,5-dione; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In water; acetonitrile at 4℃; for 0.2h; pH=7.5; Reagent/catalyst; Solvent; pH-value;

4-(((L-histidyl)oxy)methyl)-N,N,N-trimethylbenzenaminium

Smoc-β-alanine

305-84-0

carnosine

Conditions
ConditionsYield
Stage #1: 4-(((L-histidyl)oxy)methyl)-N,N,N-trimethylbenzenaminium; Smoc-β-alanine With 1-hydroxy-pyrrolidine-2,5-dione; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In water; isopropyl alcohol for 0.25h; pH=7.5;
Stage #2: With piperazine In water; isopropyl alcohol
67-56-1

methanol

305-84-0

carnosine

methyl (2S)-2-[(3-aminopropanoyl)amino]-3-(4H-imidazol-4-yl)propanoate hydrochloride

Conditions
ConditionsYield
With thionyl chloride for 1h; Reflux;100%
5970-45-6

zinc(II) acetate dihydrate

305-84-0

carnosine

polaprezinc

Conditions
ConditionsYield
With water; sodium hydroxide In methanol at 25 - 60℃; for 3h; Solvent;99.7%
With sodium hydroxide In water at 23 - 83℃; for 3h; Solvent; Temperature;96.8%
24424-99-5

di-tert-butyl dicarbonate

305-84-0

carnosine

405520-71-0

(S)-3-(1-(tert-butoxycarbonyl)-1H-imidazol-5-yl)-2-(3-((tert-butoxycarbonyl)amino)propanamido)propanoic acid

Conditions
ConditionsYield
Stage #1: di-tert-butyl dicarbonate; carnosine With sodium hydroxide In 1,3-dioxane; water at 0 - 20℃; Inert atmosphere;
Stage #2: With potassium dihydrogenphosphate In 1,3-dioxane; water
76%
Downstream Products
71-00-1
107-95-9
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    Name:L-Carnosine CAS NO: 305-84-0 Grade:Medical scientific research and export Molecular formula:C9H14N4O3 Molecular weight:226.23 Product Quality 12 years of chemical raw materials Mature operation of the industry System stability Data s

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    305-84-0 L-Carnosine

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Chemistry

Product Name: L-Carnosine
Synonyms: l-Ignotine ; l-Beta-alanine histidine ; Beta-alanyl-l-histidine ; Beta-ala-l-his ; L-Carnosine ; b-Alanyl-l-histidine ; Beta-a-h ; h-Beta-ala-his-oh 
IUPAC Name:  2-(3-aminopropanoylamino)-3-(1H-imidazol-5-yl)propanoic acid
The Molecular formula of  Carnosine (136572-09-3): C9H14N4O3
The Molecular Weight of  Carnosine (136572-09-3): 226.23 g/mol
Molecular Structure : 
EINECS: 206-169-9
Melting point: 253 °C (dec.)(lit.)
alpha: 20.9 o (c=1.5, H2O)
storage temp.:  2-8°C
Appearance: Crystalline
Density: 1.41 g/cm3
Flash Point: 263.3 °C
Index of Refraction: 1.607
Surface Tension: 76.9 dyne/cm
Enthalpy of Vaporization: 82.42 kJ/mol
Boiling Point: 511.7 °C at 760 mmHg
Vapour Pressure: 2.69E-11 mmHg at 25 °C
 

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 9087mg/kg (9087mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
United States Patent Document. Vol. #4446149,
mouse LD50 oral > 14930mg/kg (14930mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
United States Patent Document. Vol. #4446149,
LD50/LC50: RTECS:
CAS# 305-84-0: Oral, mouse: LD50 = >14930 mg/kg;
Carcinogenicity: L-Carnosine - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
Other: The toxicological properties have not been fully investigated. See actual entry in RTECS for complete information.
 

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Mildly toxic by intraperitoneal route. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
The Hazard Codes of CARNOSINE(305-84-0):   Xn
The Risk Statements information of Carnosine (305-84-0): 20/21/22-36/37/38
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed 
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of Carnosine (305-84-0): 24/25-36-26
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
24/25:  Avoid contact with skin and eyes 
WGK Germany: 2
RTECS: MS3080000
F: 3-10

Specification

Chemical Stability: Stable under normal temperatures and pressures.
Conditions to Avoid: Incompatible materials.
Incompatibilities with Other Materials Strong oxidizing agents.
Hazardous Decomposition Products Carbon monoxide, carbon dioxide, nitrogen oxides (NOx) and ammonia (NH3).
Hazardous Polymerization Will not occur.
 

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