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165450-17-9
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???(??):
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Neotame
???(??):
NEOTAME (200 MG);Neotame USP/EP/BP;NEOTAME;Neutame.;Neotame,NTM;Neotame in Water;NEOTAME 165450-17-9;Sweet Additives Neotame;Methoxypropiophenone 121-97-1;Neotame 10.0 μg/ml Acetonitrile
CBNumber:
CB7500392
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C20H30N2O5
??? ??:
378.46
MOL ??:
165450-17-9.mol
MSDS ??:
SDS

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???
83-85°C
??
D -54.84° (c = 1 in methanol); D20 -39.8° (c = 0.5 in water)
?? ?
565.3±50.0 °C(Predicted)
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1.133±0.06 g/cm3(Predicted)
?? ??
Keep in dark place,Sealed in dry,2-8°C
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?????(??), ???(??), ???????(??), ??? ? ???
?? ?? (pKa)
pKa1 3.01; pKa2 8.02(at 25℃)
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Solid
??
???? ?????
optical activity
[α]/D -41.0±3.0°, c = 0.5 in H2O
BRN
8352678
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InChI
InChI=1/C20H30N2O5/c1-20(2,3)10-11-21-15(13-17(23)24)18(25)22-16(19(26)27-4)12-14-8-6-5-7-9-14/h5-9,15-16,21H,10-13H2,1-4H3,(H,22,25)(H,23,24)/t15-,16-/s3
InChIKey
HLIAVLHNDJUHFG-HOTGVXAUSA-N
SMILES
C(=O)([C@@H](NCCC(C)(C)C)CC(O)=O)N[C@@H](CC1=CC=CC=C1)C(OC)=O |&1:2,15,r|
LogP
3.834 (est)
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  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
????? 24/25
WGK ?? 3
HS ?? 29242990
?? ?? ??? 165450-17-9(Hazardous Substances Data)
????(GHS): GHS hazard pictograms
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H302 ??? ??? ?? ?? ?? - ?? ?? 4 ?? GHS hazard pictograms P264, P270, P301+P312, P330, P501
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H332 ???? ??? ?? ?? ?? ?? ?? 4 ?? GHS hazard pictograms P261, P271, P304+P340, P312
H335 ?? ???? ??? ? ?? ?? ???? ?? - 1? ??;???? ?? ?? 3 ?? GHS hazard pictograms
??????:
P261 ??·?·??·???·??·...·????? ??? ????.
P280 ????/???/???/?????? ?????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.

??? C??? ??, ??, ??

????

? (1) ?? : ? ??? ???(1→200)? pH? ??????? ??? ?, 5.0~7.0??.

(2) ?? : ? ??? ??? 81~84℃??? ??.

(3) ???? : ? ??? 0.25g? ??? ?? ?? ?? 50mL? ?? ? ?? ???? ??? ?, ???? ???? = -40.0~-43.3° ??? ??.

(4) ? : ? ?? 5.0g? ??? ??????? ?? ?????????????? ?? ??? ?, ? ?? 1.0ppm ????? ??.

(5) ?? : ? ??? ?????? ?? ??? ?, ? ?? 4.0ppm ????? ??.

(6) ??????(N-(3,3-?????)-L-α-????-L-?????) :? ???? ????? ?????? ??. ??, ??????(?? ???? ??? ??) 0.03g? ??? ?? ???? ?? 50mL? ??, ?? 10mL? ??? ???? ?? 100mL? ? ?? ?????? ??. ???? 2, 10, 25 ? 50mL? ??? ??? ???? ??? ??? 100mL? ?? ?????? ??. ????, ???? ? ????? ?? 25μL? ??? ???? ????(??, ??????? ????? ? 4?? ??? ??)? ?? ?????????? ???, ?? ????? ??????? ? ?? ?, ? ?? 1.5% ????? ??.

????????W : ??????? ?? ???? ?? ??????(g)

(7) ????? : ???? ????? ???? ????? ?? ?????????? ?? ?(????? ??? ????? 1.5?? ??), ?? ???? ?? ?????? ?? ?? ?, ? ?? 2.0% ????? ??.

? ?

????????A : ????? ???, ??????, ?? ?? ?? ??? ??

????????B : ???, ?????? ?? ??? ??

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? (1) ? ??? ?? ? ?? ???, ????? ?? ? ???.

(2) ? ??? ????????? ???? (1)????????? ?? ??? ?, ??? ?? ????? ????? ??.

???

? ? ?? 0.2g? ??? ?? ???? ?? 100mL? ? ?? ?????? ??, ?? ??? ???(?? ???? ??? ??) ? 0.1g? ??? ?? ???? ?? 100mL? ? ?? ?????? ??. ???? ? ????? ??? ????? ?? ?????????? ???, ?? ?? ?? ??? ???.

????????AT : ????? ??? ?? ??

????????AS : ????? ??? ?? ??

???????

??????????? : ????????(???? 210nm)

?????????? ? :? C18(4.6mm×100mm, 3~5μm) ?? ?? ??? ?

???????????? : 45° ??? ????

??????????? : 25μL

??????????? : 1-???????? 3.0g? ? 740mL? ???, ?????? 3.8mL? ?? ??, ???? pH? 3.5? ??? ?, ?? ??? 750mL? ??. ??? ?????? 250mL? ??? ???? pH? 3.7? ????.

?????????? ? : 1.5mL/min(???? ????? ? 12?? ??? ??)

?????

? ? ?? 1g? ??? ?? 800±25℃?? 1?? ??? ?, ? ?? 0.2% ????? ??.

??? ??

Neotame occurs as an odorless, white to off-white powder. It has an intense sweet taste 7000–13 000 times sweeter than sucrose depending on the matrix.

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Neotame is a high intensity sweetener and flavor enhancer for use in foods, except in meat and poultry. it is 7,000–13,000 times sweeter than sugar and has a clean, sweet taste. it is a derivative of the dipep- tide composed of amino acids, aspartic acid, and phenylalanine. it can be blended with nutritive sweeteners such as sucrose and high fructose corn syrup as well as with high intensity sweeteners such as aspartame and sucralose. uses include beverages, baked goods, desserts, cereals. it functions as a flavor enhancer in certain applica- tions and flavor systems, such as mint-flavored chewing gum.

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ChEBI: A dipeptide composed of N-(3,3-dimethylbutyl)-L-aspartic acid and methyl L-phenylalanate units joined by a peptide linkage.

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Neotame is manufactured by the reaction of aspartame and 3,3-dimethylbutyraldehyde, followed by purification, drying and milling

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Neotame is manufactured by the reaction of aspartame and 3,3- dimethylbutyraldehyde, followed by purification, drying, and milling.

Pharmaceutical Applications

Neotame is a water-soluble, nonnutritive, intense sweetening agent used in beverages and foods. It is structurally related to aspartame and is about 7000–13 000 times sweeter than sucrose, and about 30–60 times sweeter than aspartame, making it the sweetest artificial sweetener available. Neotame is said to have a ‘clean’ sweet taste in contrast to the bitter, metallic aftertaste associated with saccharin. Although neotame has approximately the same caloric value as sucrose (1.2 kJ/g) the small quantities used to achieve a desired level of sweetness in a formulation mean that it is essentially nonnutritive.
Neotame may be used in sub-sweetening quantities as a flavor enhancer, e.g. with mint or strawberry flavor.

Safety

Neotame is a nonnutritive intense sweetening agent used in beverages and foods. Studies in animals and humans have shown that neotame is a relatively nontoxic, nonteratogenic, and noncarcinogenic substance. It is reported as safe for use during pregnancy and lactation, and by children and persons with diabetes.
At least 30% of ingested neotame is rapidly absorbed. Neotame is metabolized to de-esterified neotame and methanol, with practically all neotame being eliminated from the body in the urine and feces. Peak plasma concentrations of neotame are observed at approximately 30–60 minutes after ingestion. Human studies in healthy and diabetic patients suggest that neotame is well-tolerated at doses up to 1.5 mg/kg body-weight daily (the highest dose studied). Following reviews of over 100 animal and human toxicity studies the European Food Safety Authority and WHO have established an acceptable daily intake for neotame at up to 2 mg/kg body-weight.

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In the body, neotame is broken down rapidly and completely. The residual products are de-esterified neotame (92 per cent) and methanol (8 per cent). 80 per cent have left the body the natural way within two days. The rest will follow. 64 per cent via faeces. The rest via urine. Nothing accumulates in the body.

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Neotame is stable in bakery products and pasteurized dairy products.
The bulk material should be stored in a well-closed container, in a cool, dry place; it is stable for up to 5 years at room temperature.

Regulatory Status

Accepted for use as a food additive in several countries including the USA, Mexico, Australia, and New Zealand. Approved for use in India in pharmaceutical preparations.

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