N-Cbz-L-Phenylalanine

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Names

[ Name ]:
N-Cbz-L-Phenylalanine

[Synonym ]:
L-Phenylalanine, N-[(phenylmethoxy)carbonyl]-
N-Cbz-L-phenylalanine
N-Benzyloxycarbonyl-L-phnylalanine
MFCD00020418
(S)-2-(Benzyloxycarbonylamino)-3-phenylpropanoicacid
Phenylalanine, N-[(phenylmethoxy)carbonyl]-
Z-L-Phenylalanine
EINECS 214-599-3
(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoic acid
N-[(Benzyloxy)carbonyl]phenylalanine
N-carbobenzyloxy-dl-phenylalanine
N-Carbobenzyloxy-L-phenylalanine
N-(Carbobenzyloxy)-L-phenylalanine
N-Carbobenzoxy-L-phenylalanine
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoic acid
(S)-2-(Benzyloxycarbonylamino)-3-phenylpropanoic acid
Z-Phe-OH
CBZ-L-Phenylalanine

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
511.5±50.0 °C at 760 mmHg

[ Melting Point ]:
85-87 °C(lit.)

[ Molecular Formula ]:
C₁₇H₁₇NO₄

[ Molecular Weight ]:
299.321

[ Flash Point ]:
263.1±30.1 °C

[ Exact Mass ]:
299.115753

[ PSA ]:
75.63000

[ LogP ]:
3.58

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.591

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AY4343000

CHEMICAL NAME :: Alanine, N-carboxy-3-phenyl-, N-benzyl ester, L-

CAS REGISTRY NUMBER :: 1161-13-3

LAST UPDATED :: 199206

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C17-H17-N-O4

MOLECULAR WEIGHT :: 299.35

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 251 mg/kg

TOXIC EFFECTS :: Tumorigenic - active as anti-cancer agent

REFERENCE :: JPMSAE Journal of Pharmaceutical Sciences. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.50- 1961- Volume(issue)/page/year: 67,1726,1978

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravaginal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JPMSAE Journal of Pharmaceutical Sciences. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.50- 1961- Volume(issue)/page/year: 68,696,1979 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 280 mg/kg

SEX/DURATION :: female 28 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated)

REFERENCE :: JPMSAE Journal of Pharmaceutical Sciences. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.50- 1961- Volume(issue)/page/year: 68,696,1979

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravaginal

DOSE :: 280 mg/kg

SEX/DURATION :: female 28 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated)

REFERENCE :: JPMSAE Journal of Pharmaceutical Sciences. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.50- 1961- Volume(issue)/page/year: 68,696,1979

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R62

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
AY4343000

[ HS Code ]:
2924299090

Precursor & DownStream

Precursor

DownStream

benzyl N-(1-isocyanato-2-phenylethyl)carbamate
Z-Phe-OSu
ZL-Phe-CHN2
4-benzyl-2-phenylmethoxy-4H-1,3-oxazol-5-one
Z-Phe-OMe
H-Phe-Ile-OH
Met-Enkephalin acetate salt
Leu-Enkephalin
Dibenzyl ether
N-phenylmethyl(dimethylamino)pyridinium chloride

Customs

[ HS Code ]: 2924299090

[ Summary ]:
2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Effects of metalloendoproteinase inhibitors on secretion and intracellular free calcium in bovine adrenal chromaffin cells.

Biochim. Biophys. Acta 889(1) , 1-5, (1986)

The possible role of metalloendoproteinase in stimulus-secretion coupling in adrenal chromaffin cells was examined using the metalloendoproteinase inhibitors 1,10-phenanthroline and carbobenzoxy-Gly-P...

Mechanism of the binding of Z-L-tryptophan and Z-L-phenylalanine to thermolysin and stromelysin-1 in aqueous solutions.

Biochim. Biophys. Acta 1824(2) , 303-10, (2012)

The chemical shift of the carboxylate carbon of Z-tryptophan is increased from 179.85 to 182.82 ppm and 182.87 ppm on binding to thermolysin and stromelysin-1 respectively. The chemical shift of Z-phe...

Modification of a zinc proteinase from Bacillus mesentericus strain 76 by diethylpyrocarbonate.

Int. J. Pept. Protein Res. 37(4) , 325-30, (1991)

Diethylpyrocarbonate (DEPC) inactivated the neutral zinc proteinase from Bacillus mesentericus strain 76/Bacillus subtilis (MCP 76) by ethoxycarbonylation completely. Exposure of the enzyme to DEPC to...

N-CBZ-L-phenylalanine
N-Cbz-L-phenylalanine diazoketone
N-Cbz-L-phenylalanine methyl ester
N-CBZ-L-phenylalanine chloromethyl ketone
N-CBZ-L-Phenylalanine--naphthyl ester N-Carbobenzyloxy-L-phenylalanine--naphthyl ester
N-Cbz-L-Ala-L-Phe-OEt