D-Penicillamine D-青霉胺

CAS 52-67-5 MFCD00064302

化学结构图

52-67-5
SMILES: CC(C)(S)[C@@H](N)C(=O)O

化学属性

Mol. FormulaC5H11NO2S
Mol. Weight149
Density1.204
Melting Point210
TSCANo
Solubility11.1 G/100 ML (20 ºC)
Appearance 白色细晶粉末。熔点198.5℃。易溶于水,微溶于乙醇,不溶于乙醚或氯仿。有特殊臭味,味苦。
Refractive index-63 ° (C=1, 1mol/L NaOH)

别名和识别编码

Chemical NameD-Penicillamine
CAS Number52-67-5
Synonym (S)-3,3-Dimethylcysteine 3,3-二甲基-D-半胱氨酸 3,3-二甲基-D-半胱氨酸 3-巯基-D-缬氨酸 D-(-)-2-氨基-3-巯基-3-甲基丁酸 3-Mercapto-D-valine 3-mercapto-d-valin 3-巯基-D-缬氨酸 Cuprenil Cuprimine D-(-)-2-氨基-3-巯基-3-甲基丁酸 D-(-)-PENICILLAMINE D-(-)-青霉胺, 99% D-,-Dimethylcysteine, D--Mercaptovaline D-3-Mercaptovaline D-BETA-MERCAPTOVALINE D-PENICILLAMINE D-Penicillamine D-Valine, 3-mercapto- D-β,β-Dime D-β,β-Dimethylcysteine, D-β-Mercaptovaline D[-]-2-AMINO-3-MERCAPTO-3-METHYLBUTANOIC ACID Depamine Depen Reduced D-penicillamine Reduced penicillamine alpha-amino-beta-methyl-beta-mercaptobutyricacid β-巯基缬氨酸 青霉胺, 3,3-二甲基-D(-)-半胱胺酸
EC Number200-148-8
Beilstein Registry Number1722375
MDL NumberMFCD00064302
PubChem Substance ID5852
Merck Number7088
Chemical Name TranslationD-青霉胺
Reaxys-RN1722375
Wiswesser Line NotationSHX1&1&YZVQ -D
LabNetwork Molecule IDLN00239173
InChIInChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m0/s1
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分类

  • Amino Acids & Derivatives
  • {SNA} Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics N-S, Bioactive Small Molecules, Cell Bio
  • {SNA} Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics N-S, Biochemicals and Reagents, Chemical Biology, Chemical Structure Class, Chemical Synthesis, Interferes with Cell Wall Synthesis, L - Z, Mechanism of Action, PA-PH, Penicillamine Derivatives, Penicillins and Cephalosporins (beta-Lactams), Peptide Chemistry, Spectrum of Activity, Unnatural Amino Acid Derivatives, 生物活性小分子, 细

产品应用

  • A Penicillin metabolite used in the treatment of Wilson?s disease, Cystinuria, Scleroderma and arsenic poisoning.

相关文献及参考

  • Merck: 14,7088
  • Merck: 14,7088 Beilstein: 4,IV,3228
  • Marti-Prats, L., et al.: Neurosci. Lett., 483, 143 (2010),
  • Singh, A., et al.: J. Pharm. Sci., 99, 3931 (2010),
  • Everette, J., et al.: J. Agric. Food Chem., 58, 8139 (2010),

安全信息

Signal word Warning
GHS Symbol
WGK Germany2
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
  • S37 Wear suitable gloves 戴适当手套;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P302+P350
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P332+P313
  • P337+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H361d Suspected of damaging the unborn child 怀疑对未出生婴儿造成伤害
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
RTECSYV9425000
Hazard Codes Xi,T Xi
Storage condition 2-8°C
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - child
DOSE/DURATION           : 122 gm/kg/3Y-C
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Blood - leukemia
REFERENCE :
   JAMAAP JAMA, Journal of the American Medical Association.  (AMA, 535 N.
   Dearborn St., Chicago, IL 60610)  V.1-    1883-  Volume(issue)/page/year:
   248,467,1982

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2 gm/kg/4W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Blood - leukemia
   Blood - lymphoma, including Hodgkin's disease
REFERENCE :
   LANCAO Lancet.  (7 Adam St., London WC2N 6AD, UK)  V.1-    1823-
   Volume(issue)/page/year: 2,1356,1976

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human
DOSE/DURATION           : 21 mg/kg/D
TOXIC EFFECTS :
   Kidney, Ureter, Bladder - proteinuria
   Blood - leukopenia
   Blood - thrombocytopenia
REFERENCE :
   JAMAAP JAMA, Journal of the American Medical Association.  (AMA, 535 N.
   Dearborn St., Chicago, IL 60610)  V.1-    1883-  Volume(issue)/page/year:
   240,1870,1978

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 2080 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NIIRDN Drugs in Japan (Ethical Drugs).  (Yakugyo Jiho Co., Ltd., Tokyo,
   Japan)  Volume(issue)/page/year: 6,758,1982

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - woman
DOSE/DURATION           : 650 gm/kg/81W-I
TOXIC EFFECTS :
   Behavioral - muscle weakness
   Musculoskeletal - other changes
REFERENCE :
   ARHEAW Arthritis and Rheumatism.  (Arthritis Foundation, 1314 Spring St.,
   NW, Atlanta, GA 30309) V.1-    1958-  Vol

TYPE OF TEST            : TDLo - Lowest

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - child
DOSE/DURATION           : 40 mg/kg/1W-I
TOXIC EFFECTS :
   Blood - leukopenia
   Skin and Appendages - dermatitis, other (after systemic exposure)
   Nutritional and Gross Metabolic - body temperature increase
REFERENCE :
   AIMDAP Archives of Internal Medicine.  (AMA, 535 N. Dearborn St., Chicago,
   IL 60610)  V.1-    1908-  Volume(issue)/page/year: 145,2271,1985

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

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 1 mg/plate
REFERENCE :
   ABCHA6 Agricultural and Biological Chemistry.  (Maruzen Co. Ltd., POB 5050,
   Tokyo International, Tokyo 100-31, Japan)  V.25-    1961-
   Volume(issue)/page/year: 45,2157,1981

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 2 gm/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 190,197,1987

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 20 umol/plate
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 224,89,1989

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 8 gm/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 190,197,1987

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 400 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 190,197,1987

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 1 gm/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 190,197,1987

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 9130 mg/kg
SEX/DURATION            : female 1-22 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - other effects to embryo
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 26,163,1982

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1870 mg/kg
SEX/DURATION            : female 1-22 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - other neonatal measures or effects
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 23,44A,1981

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 16 gm/kg
SEX/DURATION            : female 10-14 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - craniofacial
   (including nose and tongue)
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 30,333,1984

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1750 mg/kg
SEX/DURATION            : female 17-22 day(s) after conception
                          lactating female 21 day(s) post-birth
TOXIC EFFECTS :
   Reproduc

其他信息

  • 方法一:由青霉素G钾盐水解而得。
  • Sigma Aldrich:52-67-5(sigmaaldrich)
  • 图谱信息: D-青霉胺(52-67-5)红外图谱(IR1) D-青霉胺(52-67-5)红外图谱(IR2) D-青霉胺(52-67-5)质谱(MS)
  • MOL 文件:52-67-5.mol
  • Alfa Aesar:D-(-)-青霉胺,99% D-(-)-Penicillamine, 99%(52-67-5)
  • 用途二:该品为金属毒剂。其分子中的巯基和氨基能络合金属离子,生成水溶性络合物,从尿中排出。主要用于铜中毒,对铝、汞和锌等也有效,排铅不如EDTA钙,排汞不如BAL。该品可治疗某此免疫性疾病,如类风湿性关节炎、慢性活动性肝炎等。小鼠静脉注射LD50为2289mg/kg。
  • Acros Organics:D(-)-青霉胺 D(-)-Penicillamine, 99+%(52-67-5)
  • Hazard Note:Toxic
  • 上游原料:青霉素钾
  • MSDS 信息:3,3-Dimethyl-D(-)-cysteine(52-67-5).msds
  • 水中溶剂的:11.1% ( 20 °C),微溶于乙醇,不溶于乙醚、苯、丙酮和四氯化碳。
  • TCI Shanghai:D-青霉胺 D-Penicillamine,>;98.0%(T)(52-67-5)
  • 海关编码:29309016
  • 比旋光度:-65 ° (c=5, 1M NaOH, on dry)
  • 用途一:解毒药,用于重金属离子中毒,也用于类风湿性关节炎及慢性活动性肝炎等免疫性疾病

系列性分类


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