Benzyloxycarbonyl-L-phenylalanine

HCID 70878CAS 1161-13-3

부분 구조 검색 유사 구조 찾기

기본 정보

표준 SMILES: O=C(N[C@@H](Cc1ccccc1)C(=O)O)OCc1ccccc1
InChIKey: RRONHWAVOYADJL-HNNXBMFYSA-N
분자식: C17H17NO4
평균 분자량: 299.32 g/mol
단동위원소 질량: 299.11575802

개요

RN given refers to (L-Phe)-isomer

이름 및 식별자

우선 이름: Benzyloxycarbonyl-L-phenylalanine
IUPAC: (2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoic acid
영어명: N-Cbz-L-Phenylalanine
분자식: C17H17NO4
분자량: 299.32

이름 및 동의어

1161-13-3CarbobenzoxyphenylalanineZ-Phebenzyloxycarbonyl-L-phenylalaninebenzyloxycarbonylphenylalanineDTXSID30151276RefChem:829269DTXCID3073767214-599-3Z-Phe-OHN-CBZ-L-PHENYLALANINEZ-L-Phenylalanine

이름 더 보기

Cbz-PheZ-L-PHE-OHCBZ-L-PHECBZ-L-Phe-OHL-PHENYLALANINE, N-[(PHENYLMETHOXY)CARBONYL]-Z-L

N-Carbobenzoxy-L-phenylalanineN-(Carbobenzyloxy)-L-phenylalanineCbz-Phe-OHCBZ-L-PhenylalanineCarbobenzoxy-L-phenylalanineMFCD00020418(Benzyloxycarbonyl)phenylalanine((benzyloxy)carbonyl)-L-phenylalanine

데이터베이스 식별자

CAS: 1161-13-3
PubChem CID: 70878
DTXSID: DTXSID30151276
ChEMBL: CHEMBL66143
EC Number: 214-599-3
Nikkaji: J80.209C

물성

구조 계산 물성

XLogP: 2.1
극성 표면적: 75.6 Å²
수소 결합 공여자 수: 2
수소 결합 수용자 수: 4
회전 가능 결합 수: 7
무거운 원자 수: 22
형식 전하: 0
복잡도: 360

물리화학적 성질

녹는점: 85 · 85-87 °C(lit.)
끓는 점: 440.65 °C · 440.65°C (rough estimate)
밀도: 1.1441 · 1.1441 (rough estimate)
굴절률: 5.3 ° · 5.3 ° (C=4, AcOH)
저장 조건: Keep in dark place,Sealed in dry,Room Temperature
용해도: DMF(난용성), DMSO (약간 용해됨), 메탄올 (약간 용해됨)
산도 계수 (pKa): 3.86 · 3.86±0.10(Predicted)
물리적 상태: 가루
색상: 흰색에서 황백색까지
BRN: 2222826 · 2222826
주요 응용: 펩타이드 합성
InChI: 1S/C17H17NO4/c19-16(20)15(11-13-7-3-1-4-8-13)18-17(21)22-12-14-9-5-2-6-10-14/h1-10,15H,11-12H2,(H,18,21)(H,19,20)/t15-/m0/s1
InChIKey: RRONHWAVOYADJL-HNNXBMFYSA-N
SMILES: OC(=O)[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2

화학적 성질

white amorphous powder

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.

Danger

H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation]

P233, P260, P261, P264, P264+P265, P271, P280, P284, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesSkin Irrit. 2 (33.3%)

안전 데이터

wgk: 3
rtecs: AY4343000
HS 번호: 29242990
risk_code: 62-36/37/38-20/21/22
hazard_code: Xn
safety_code: 22-24/25-36-26
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

응용 분야 · 1건

용도N-Cbz-L-Phenylalanine is used in the synthesis of neurokinin antagonists. Furthermore it is used in the preparation of Co(II), Zn(II), and Cd(II) complexes with N-benzyloxycarbonyl-S-phen ylalanine that displays antimicrobial activity against common strains of bacteria.